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喹啉
水杨醛
二溴甲烷
谷胱甘肽
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苯巴比妥
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百草枯
联苯烯

1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol | 106445-04-9

分子结构分类

有机化合物 - 苯类化合物 - 苯和取代衍生物

中文名称

——

中文别名

——

英文名称

1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol

英文别名

6-O-(tert-butyldimethylsilyl)-3-O-benzyl-1,2-O-isopropylidene-D-glucofuranose；alpha-D-Glucofuranose, 6-O-[(1,1-dimethylethyl)dimethylsilyl]-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-；(1R)-1-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[tert-butyl(dimethyl)silyl]oxyethanol

1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol化学式

CAS

106445-04-9

化学式

C₂₂H₃₆O₆Si

mdl

——

分子量

424.61

InChiKey

YFROYIGHJKBLDN-OUUBHVDSSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

469.8±45.0 °C(Predicted)
密度：

1.11±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

3.83
重原子数：

29.0
可旋转键数：

7.0
环数：

3.0
sp3杂化的碳原子比例：

0.73
拓扑面积：

66.38
氢给体数：

1.0
氢受体数：

6.0

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
——	(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol	22529-61-9	C₁₆H₂₂O₆	310.347
3-O-苄基-1,2:5,6-O-双异丙叉-α-D-呋喃葡萄糖	3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose	18685-18-2	C₁₉H₂₆O₆	350.412
双丙酮葡萄糖	1,2:5,6-di-O-isopropylidene-α-D-glucofuranose	582-52-5	C₁₂H₂₀O₆	260.287

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	(R)-1-((3aR,5R,6S,6aR)-6-(Benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl acetate	177897-32-4	C₂₄H₃₈O₇Si	466.647
——	[(S)-2-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propoxy]-tert-butyl-dimethyl-silane	114244-53-0	C₂₃H₃₈O₅Si	422.637
——	(S)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-(tert-butyl-dimethyl-silanyloxy)-butan-1-ol	94393-44-9	C₂₄H₄₀O₆Si	452.663
——	(R)-4-[(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolane-2-thione	106445-11-8	C₂₅H₃₈O₇SSi	510.724
——	methanesulfonic acid (6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethyl ester	888954-88-9	C₂₃H₃₈O₈SSi	502.701
——	3-O-benzyl-6-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-α-D-xylo-hexofuran-5-ulose	106445-05-0	C₂₂H₃₄O₆Si	422.594
——	(2R)-2-[(3aR,5S,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1-[tert-butyl(dimethyl)silyl]oxybut-3-en-2-ol	148236-80-0	C₂₄H₃₈O₆Si	450.648
——	3-O-benzyl-6-O-(tert-butyldimethylsilyl)-5-deoxy-1,2-O-isopropylidene-5-C-methylene-α-D-xylo-hexofuranose	114244-52-9	C₂₃H₃₆O₅Si	420.621
——	6-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose	177897-25-5	C₁₈H₂₄O₇	352.384
——	(R)-1-((3aR,5R,6S,6aR)-6-(Benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl acetate	177897-33-5	C₁₈H₂₄O₇	352.384
——	(2R)-1-[(3aR,5S,6R,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[tert-butyl(dimethyl)silyl]oxy-3-hydroxypropan-1-one	208174-50-9	C₂₃H₃₆O₇Si	452.62
——	3-O-benzyl-6-deoxy-5-C-ethyl-1,2-O-isopropylidene-5-O-methyl-α-D-glucofuranose	104331-52-4	C₁₉H₂₈O₅	336.428
——	3-O-benzyl-1,2-O-isopropyridene-α-D-glucofuranuronic acid	87326-72-5	C₁₆H₂₀O₇	324.331
——	[(2S)-2-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-3-nitropropoxy]-tert-butyl-dimethylsilane	121403-59-6	C₂₃H₃₇NO₇Si	467.635
——	methyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-β-L-idopyranosyluronate	444119-08-8	C₂₃H₃₆O₇Si	452.62
——	methyl 3-O-benzyl-1,2-O-isopropylidene-β-L-idofuranuronate	87326-76-9	C₁₇H₂₂O₇	338.357
——	(S)-methyl 2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyacetate	87326-73-6	C₁₇H₂₂O₇	338.357
——	(Z)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-en-1-ol	106499-05-2	C₂₄H₃₈O₆Si	450.648
——	(Z)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-en-1-ol	94393-42-7	C₂₄H₃₈O₆Si	450.648
——	[2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethoxy]-tert-butyl dimethylsilane	888954-89-0	C₂₂H₃₅N₃O₅Si	449.623
——	[(1S)-1-[(3aR,5S,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-oxoethyl] acetate	177897-17-5	C₁₈H₂₂O₇	350.368
——	(2S)-2-[(3aR,5S,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1-[tert-butyl(dimethyl)silyl]oxy-3-nitropropan-2-ol	121403-54-1	C₂₃H₃₇NO₈Si	483.634
——	(S)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-hydroxy-butyric acid methyl ester	106445-08-3	C₁₉H₂₆O₇	366.411
——	(3aR,5S,6S,6aR)-6-Benzyloxy-5-((S)-1-methoxy-1-methyl-allyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole	148236-82-2	C₁₉H₂₆O₅	334.412
——	(S)-4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-dihydro-furan-2-one	106445-09-4	C₁₈H₂₂O₆	334.369
——	(3aR,5S,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((R)-2-vinyl-oxiranyl)-tetrahydro-furo[2,3-d][1,3]dioxole	148236-81-1	C₁₈H₂₂O₅	318.37
——	methyl 3-O-benzyl-5-C-tert-butyldimethylsilyloxymethyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-(Z)-enofuranosyluronate	106445-06-1	C₂₅H₃₈O₇Si	478.658
——	(Z)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enoic acid ethyl ester	160906-15-0	C₂₆H₄₀O₇Si	492.685
——	methyl 3-O-benzyl-1,2-O-isopropylidene-5-O-levulinoyl-β-L-idofuranosyluronate	444118-40-5	C₂₂H₂₈O₉	436.459
——	[(Z)-1-[(3aR,5S,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[tert-butyl(dimethyl)silyl]oxyethenoxy]-trimethylsilane	208174-51-0	C₂₅H₄₂O₆Si₂	494.776
——	methyl 3-O-benzyl-1,2-O-isopropylidene-α-L-idopyranosiduronate	444118-44-9	C₁₇H₂₂O₇	338.357
——	methyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glucopyranosiduronate	444118-41-6	C₁₇H₂₂O₇	338.357
——	methyl 1,2-di-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-α/β-L-idopyranosyluronate	444119-10-2	C₂₄H₃₆O₉Si	496.63
——	methyl 3-O-benzyl-1,2-O-cyclopentylidene-α-D-glucopyranosyluronate	444118-42-7	C₁₉H₂₄O₇	364.395
——	methyl 3-O-benzyl-1,2-O-cyclopentylidene-β-L-idopyranosyluronate	444118-45-0	C₁₉H₂₄O₇	364.395
——	2-azido-2-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-yl)ethanol	881894-81-1	C₁₆H₂₁N₃O₅	335.36
——	6-deoxy-6-phthalimido-5-O-(tert-butyldimethylsilyl)-3-O-benzyl-1,2-O-isopropylidene-D-glucofuranose	1311161-45-1	C₃₀H₃₉NO₇Si	553.728
——	methyl 2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-β-L-idopyranosyluronate trichloroacetimidate	444118-87-0	C₂₄H₃₄Cl₃NO₈Si	598.98
——	2-azido-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glucopyranosyluronate	——	C₄₃H₅₇N₃O₁₁Si	820.025
——	3,6-di-O-benzyl-2-azido-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-β-L-idopyranosyluronate	——	C₄₃H₅₇N₃O₁₁Si	820.025
——	[1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl]carbamic acid benzyl ester	888954-87-8	C₂₄H₂₉NO₇	443.497
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-β-L-idopyranosyluronate	444118-53-0	C₃₈H₅₃N₃O₁₂Si	771.937
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glucopyranosyluronate	444118-47-2	C₃₈H₅₃N₃O₁₂Si	771.937
——	3,6-di-O-acetyl-2-azido-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-β-L-idopyranosyluronate	444118-54-1	C₃₃H₄₉N₃O₁₃Si	723.85
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-cyclopentylidene-α-D-glucopyranosyluronate	444118-48-3	C₄₀H₅₅N₃O₁₂Si	797.975
——	methyl (2S)-2-[(3aR,5S,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trifluoromethylsulfonyloxy)acetate	87326-74-7	C₁₈H₂₁F₃O₉S	470.421
——	3,6-di-O-acetyl-2-azido-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-cyclopentylidene-β-L-idopyranosyluronate	444118-55-2	C₃₅H₅₁N₃O₁₃Si	749.888
——	(S)-((1S,3R,4S,5R,6R)-5-Benzyloxy-3-benzyloxymethyl-6-hydroxy-2,7-dioxa-bicyclo[2.2.1]hept-3-yl)-hydroxy-acetic acid ethyl ester	160906-19-4	C₂₄H₂₈O₈	444.482
——	(S)-2-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-butane-1,4-diol	106445-10-7	C₁₁H₂₀O₆	248.276
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 1,2-di-O-acetyl-3-O-benzyl-L-idopyranosyluronate	444118-72-3	C₃₉H₅₃N₃O₁₄Si	815.947
——	5-C-acetoxymethyl-3,7-di-O-acetyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranose	94393-45-0	C₁₇H₂₆O₉	374.388
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-β-D-glucopyranosyluronate	444119-05-5	C₄₂H₅₅N₃O₁₂Si	821.997
——	3,6-di-O-acetyl-2-azido-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 1,2-di-O-acetyl-3-O-benzyl-α/β-L-idopyranosyluronate	444118-71-2	C₃₄H₄₉N₃O₁₅Si	767.86
——	pent-4-enyl (methyl 2-O-acetyl-3-O-benzyl-4-O-tert-butyldimethylsilyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate	444118-88-1	C₆₁H₈₁N₃O₂₁Si	1220.41
——	pent-4-enyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate	444118-75-6	C₄₅H₆₃N₃O₁₄Si	898.092
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-levulinoyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-β-L-idopyranosyluronate	525593-55-9	C₄₀H₅₅N₃O₁₄Si	829.974
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-levulinoyl-α-D-glucopyranosyl)-(1->4)-methyl 2-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate	525593-56-0	C₄₂H₅₇N₃O₁₅Si	872.011
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate	444118-65-4	C₄₇H₆₁N₃O₁₄Si	920.099
——	methyl 3-O-benzyl-L-idopyranosyluronate	——	C₁₄H₁₈O₇	298.293
——	pent-4-enyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-monochloroacetyl-β-D-glucopyranosyluronate	444118-77-8	C₄₂H₅₈ClN₃O₁₃Si	876.473
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-di-O-monochloroacetyl-α/β-D-glucopyranosyluronate	444118-58-5	C₃₉H₅₁Cl₂N₃O₁₄Si	884.837
——	(R)-4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-benzyloxymethyl-oxazolidin-2-one	148236-85-5	C₂₅H₂₉NO₇	455.508
——	2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glucopyranosyluronate	525593-65-1	C₃₇H₄₃N₃O₁₁	705.762
——	pent-4-enyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 2-O-allyloxycarbonyl-3-O-benzyl-β-D-glucopyranosyluronate	444118-79-0	C₄₄H₆₁N₃O₁₄Si	884.066
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-β-D-glucopyranosyluronate	444119-04-4	C₄₁H₆₃N₃O₁₂Si₂	846.135
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 2-O-allyloxycarbonyl-3-O-benzyl-β-D-glucopyranosyluronate	444118-66-5	C₄₆H₅₉N₃O₁₄Si	906.072
——	5-(carboxymethyl)-5-deoxy-8-hydroxy-1,2-O-isopropylidene-3-oxo-α-L-ido-heptofuranose 5,8-lactone	99655-64-8	C₁₁H₁₆O₆	244.244
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate	444118-62-1	C₄₆H₆₉N₃O₁₄Si₂	944.237
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-monochloroacetyl-β-D-glucopyranosyluronate	444118-64-3	C₄₃H₆₄ClN₃O₁₃Si₂	922.617
——	6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glucopyranosyluronate	444118-50-7	C₃₉H₄₅N₃O₁₂	747.799
——	6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-cyclopentylidene-α-D-glucopyranosyluronate	444118-51-8	C₄₁H₄₇N₃O₁₂	773.837
——	6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-levulinoyl-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-β-L-idopyranosyluronate	525593-53-7	C₃₇H₄₅N₃O₁₄	755.776
——	2-azido-3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-1,2-O-isopropylidene-α-D-glucopyranosyluronate	525593-64-0	C₄₂H₄₉N₃O₁₃	803.863
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 2-O-allyloxycarbonyl-3-O-benzyl-β-D-glucopyranosyluronate	444118-63-2	C₄₅H₆₇N₃O₁₄Si₂	930.21
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 2-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate trichloroacetimidate	444118-74-5	C₃₉H₅₁Cl₃N₄O₁₃Si	918.297
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 3-O-benzyl-2-O-monochloroacetyl-α-D-glucopyranosyluronate trichloroacetimidate	444118-60-9	C₃₉H₅₀Cl₄N₄O₁₃Si	952.743
——	3,6-di-O-acetyl-2-azido-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 2-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate trichloroacetimidate	444118-73-4	C₃₄H₄₇Cl₃N₄O₁₄Si	870.21
——	tert-butyldimethylsilyl (6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyl)-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranoside	444118-90-5	C₅₇H₇₄N₆O₂₀Si	1191.33
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 2-O-levulinoyl-3-O-benzyl-α-D-glucopyranosyluronate trichloroacetimidate	444118-67-6	C₄₂H₅₅Cl₃N₄O₁₄Si	974.362
——	6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-methyl 2-O-allyloxycarbonyl-3-O-benzyl-α-D-glucopyranosyluronate trichloroacetimidate	444118-68-7	C₄₁H₅₃Cl₃N₄O₁₄Si	960.335
——	pent-4-enyl (6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate	444118-76-7	C₃₉H₄₉N₃O₁₄	783.83
——	pent-4-enyl (6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-monochloroacetyl-β-D-glucopyranosyluronate	444118-78-9	C₃₆H₄₄ClN₃O₁₃	762.211
——	6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-levulinoyl-α-D-glucopyranosyl-(1->4)-methyl 1,2-di-O-acetyl-3-O-benzyl-α/β-L-idopyranosyluronate	525593-58-2	C₃₈H₄₅N₃O₁₆	799.786
——	pent-4-enyl (methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl 3-O-benzyl-2-O-levulinoyl-β-D-glucopyranosyluronate	444118-89-2	C₅₅H₆₇N₃O₂₁	1106.14

反应信息

作为反应物：

描述：

1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol 在 palladium dihydroxide 、 palladium on activated charcoal sodium azide 、四丁基氟化铵、氢气、碳酸氢钠、三乙胺、三苯基膦、三氟乙酸作用下，以四氢呋喃、甲醇、二氯甲烷、 N,N-二甲基甲酰胺为溶剂，反应 125.0h，生成 1-脱氧野尻霉素

参考文献：

名称：

从 d-葡萄糖中简单合成 1-脱氧野尻霉素衍生物

摘要：

在d-葡萄糖的C-5位置插入氨基功能，伴随构型反转，然后与C-1处的潜在醛形成亚胺并同时还原，最终获得了1-去氧诺吉霉素骨架。

DOI：

10.1055/s-2006-926369
作为产物：

描述：

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 生成 1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol

参考文献：

名称：

YOSHIKAWA, MASAYUKI;CHA, BAE CHEON;NAKAE, TAKAHIKO;KITAGAWA, ISAO, CHEM. AND PHARM. BULL., 36,(1988) N 9, C. 3714-3717

摘要：

DOI：

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文献信息

Modular Synthesis of Heparin Oligosaccharides

作者：Hernán A. Orgueira、Alessandra Bartolozzi、Peter Schell、Remy E. J. N. Litjens、Emma R. Palmacci、Peter H. Seeberger

DOI：10.1002/chem.200390009

日期：2003.1.3

uronic acid glycosyl acceptors thereby establishing a new concept for stereochemical control. Combination of disaccharide modules to form trans-uronic acid linkages was completely selective by virtue of C2 participating groups. Coupling reactions between disaccharide modules exhibited sequence dependence. While the union of many glucosamine uronic acid disaccharide modules did not meet any problems, certain

描述了用于确定的肝素寡糖的首次完全立体选择性合成的通用模块化策略。利用六种单糖结构单元（四种差异保护的葡糖胺，一种葡萄糖醛酸和一种艾杜糖醛酸）以完全选择性的方式制备二糖和三糖模块。通过将构象约束置于糖醛酸糖基受体上来控制α-氨基葡萄糖连接的安装，从而建立了立体化学控制的新概念。借助C2参与基团，完全可以选择性地形成二糖模块以形成反糖醛酸键。二糖模块之间的偶联反应表现出序列依赖性。虽然许多葡糖胺糖醛酸二糖模块的结合没有遇到任何问题，某些序列证明无法访问。通过添加一个或多个葡糖胺或糖醛酸将葡糖胺糖醛酸二糖结构单元精细化为三糖模块，如类似于ATIII结合序列的六糖实例所示，该寡糖可立体选择性地进入寡糖。最终脱保护和硫酸化得到完全合成的肝素寡糖。
Chiral building blocks for amphotericin B

作者：David Liang、Henry W. Pauls、Bert Fraser-Reid、Michael Georges、Azeez M. Mubarak、Slawomir Jarosz

DOI：10.1139/v86-296

日期：1986.9.1

A general plan is outlined for disconnection of the polyene macrolides, which is aimed at achieving their syntheses, as well as facilitating the determination of their absolute configurations. The plan is exemplified by amphotericin B, I, the only family member of known absolute configuration. The major chiral component is a 20-carbon chain, III, which upon further retrosynthetic disconnection leads to three subunits, two of which correspond to the dideoxy hexoses IV and V. Although these are formally mirror images, they are best represented as the 3,4-dideoxyhexopyranoside, 1, and the 3,5-dideoxyfuranose, 2. Syntheses of 1 and 2 from readily available starting materials are described.

概述了一项用于断开多烯大环内酯的一般计划，旨在实现它们的合成，并促进确定它们的绝对构型。该计划以两性霉素B为例，它是已知绝对构型的唯一家族成员。主要手性组分是一个20碳链，它经过进一步的逆合成断裂导致三个亚单位，其中两个对应于二脱氧己糖IV和V。尽管这些在形式上是镜像，但最好表示为3,4-二脱氧己基吡喃苷1和3,5-二脱氧呋喃糖2。从易得的起始材料合成1和2的方法已描述。
An unexpected migration of O-silyl group under Mitsunobu reaction conditions

作者：Ramu Sridhar Perali、Suresh Mandava、Venkata Rao Chunduri

DOI：10.1016/j.tetlet.2011.04.015

日期：2011.6

A 1,4 O→O silyl migration followed by nucleophilic substitution with phthalimide was observed under Mitsunobu reaction conditions. This one step secondary alcohol protection and primary alcohol substitution with N-nucleophiles was extended to a variety of 2-hydroxyethyl trialkylsilylether derivatives. A possible mechanism has been postulated based on the pKa values of the alcohol and nucleophile. The

在Mitsunobu反应条件下观察到1,4 O → O甲硅烷基迁移，然后被邻苯二甲酰亚胺进行亲核取代。一步醇的仲醇保护和N-亲核试剂取代伯醇的作用扩展到了各种2-羟乙基三烷基甲硅烷基醚衍生物。已经基于醇和亲核试剂的p K a值推测了可能的机理。目前的一锅甲硅烷基迁移和取代反应可能会在新型亚氨基糖衍生的抗糖尿病药的立体选择性合成中得到应用。
Highly stereoselective indium trichloride-catalysed asymmetric aldol reaction of formaldehyde and a glucose-derived silyl enol ether in water

作者：Teck-Peng Loh、Guan-Leong Chua、Jagadese J. Vittal、Meng-Wah Wong

DOI：10.1039/a800486b

日期：——

The yield and stereochemical outcome of the reaction between D-glucose-derived silyl enol ether 1 (Z and E isomers) and commercial formaldehyde in water catalysed by indium(III) choride was studied.

在络合铟（III）催化下，研究了 D-葡萄糖衍生硅基烯醇醚 1（Z 和 E 异构体）与商品甲醛在水中反应的产率和立体化学结果。
1,3,5-trideoxy-3,5-di-C-methyl-l-talitol: a chiron for the C-33–C-37 segment of amphotericin B

作者：David Liang、Ann DeCamp Schuda、Bert Fraser-Reid

DOI：10.1016/0008-6215(87)80132-5

日期：1987.7

Abstract 1,3,5-Trideoxy-3,5-di-C-methyl- l -talitol is a potential chiron for the C-33–C-37 segment of amphotericin B. This hexitol has been synthesized from 3-O-benzyl-1,2-O-isopropylidene-α- d -glucofuranose by a route in which a C-methylene derivative at C-5 is hydroborated, to give a single C-5 epimer. The extent of stereoselectivity has been found to be dependent on the substitution patterns at

摘要1,3,5-三甲氧基-3,5-二-C-甲基-1-塔罗糖醇是两性霉素B C-33-C-37片段的潜在螯合物。己糖醇是由3-O-合成的通过其中将C-5处的C-亚甲基衍生物氢硼化的途径，得到苄基-1,2-O-异亚丙基-α-d-葡糖呋喃糖，得到单个C-5差向异构体。已经发现立体选择性的程度取决于C-3和C-6处的取代模式。