phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside | 79528-49-7

分子结构分类

有机化合物 - 有机氧化合物

中文名称

——

中文别名

——

英文名称

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

英文别名

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside；phenyl 3,4,6-tri-O-acetyl-2-N-phthalimido-2-deoxy-1-thio-β-D-glucopyranose；1-(Phenylthio)-2-phthalimidyl-1,2-dideoxy-beta-D-glucopyranose triacetate；[(2R,3S,4R,5R,6S)-3,4-diacetyloxy-5-(1,3-dioxoisoindol-2-yl)-6-phenylsulfanyloxan-2-yl]methyl acetate

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside化学式

CAS

79528-49-7

化学式

C₂₆H₂₅NO₉S

mdl

——

分子量

527.552

InChiKey

FEYKFHMOACOSBF-HDXRJONQSA-N

BEILSTEIN

——

EINECS

——

物化性质

熔点：

142-143 °C
沸点：

648.0±55.0 °C(Predicted)
密度：

1.41±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

2.8
重原子数：

37
可旋转键数：

10
环数：

4.0
sp3杂化的碳原子比例：

0.35
拓扑面积：

151
氢给体数：

0
氢受体数：

10

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
——	2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione	——	C₂₀H₁₉NO₆S	401.44
3,4,6-三-O-乙酰基-2-脱氧-2-(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)-D-吡喃葡萄糖	3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose	72858-55-0	C₂₀H₂₁NO₁₀	435.387
2-脱氧-2-苯二酰亚胺-1,3,4,6-四-氧-乙酰-β-D-吡喃葡萄糖	1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose	10022-13-6	C₂₂H₂₃NO₁₁	477.425
——	3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide	10028-45-2	C₂₀H₂₀BrNO₉	498.284
4-甲氧苯基3,4,6-三-O-乙酰-2-脱氧-2-苯二甲酰亚氨基-β-D-吡喃葡萄糖苷	4-methoxylphenzyl 2-deoxy-2-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranoside	138906-41-9	C₂₇H₂₇NO₁₁	541.511
——	2-deoxy-2-phthalimido-D-glucopyranose	31505-45-0	C₁₄H₁₅NO₇	309.276

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione	——	C₂₀H₁₉NO₆S	401.44
——	phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside	159734-70-0	C₃₄H₃₁NO₆S	581.689
——	phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside	492440-48-9	C₅₃H₅₇NO₂₃S	1108.09
——	phenyl 3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside	79528-53-3	C₂₇H₂₅NO₆S	491.565
——	phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside	181023-18-7	C₄₁H₄₁NO₁₆S	835.84
——	phenyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside	79528-51-1	C₂₇H₂₃NO₆S	489.549
3,4,6-三-O-乙酰基-2-脱氧-2-(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)-D-吡喃葡萄糖	3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose	72858-55-0	C₂₀H₂₁NO₁₀	435.387
——	3-hexadecyloxy-1,2R-di(3,4,6-tri-O-acetyl-2'-deoxy-2'-N-phthalimido-β-D-glucopyranosyl)glycerol	1585997-01-8	C₅₉H₇₈N₂O₂₁	1151.27
——	3-hexadecyloxy-1,2-di(3,4,6-triacetyl-2'-deoxy-2'-N-phthalimido-β-D-glucopyranosyl)-glycerol	1585997-02-9	C₅₉H₇₈N₂O₂₁	1151.27
——	(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-((28-bromo-3,6,9,12,15,18-hexaoxaoctacosyl)oxy)-5-(1,3-dioxoisoindolin-2-yl)tetrahydro-2H-pyran-3,4-diyl diacetate	913836-46-1	C₄₂H₆₄BrNO₁₆	918.871
——	3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside	347391-75-7	C₃₁H₃₄N₂O₁₂	626.617
——	2-deoxy-2-phthalimido-3,4,6-tri-O-acetyl-D-glucopyranosyl-β-(1→6)-1,2 : 3,4-di-O-isopropylidene-α-D-galactopyranoside	71052-70-5	C₃₂H₃₉NO₁₅	677.659
——	methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1->3)-6-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside	492440-52-5	C₄₈H₅₅NO₂₄	1029.96
——	methyl 6-O-benzoyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside	181023-19-8	C₃₆H₃₉NO₁₇	757.702
——	methyl 2,3-di-O-benzoyl-4,6-O-((R)-1-methoxycarbonylethylidene)-β-D-galactopyranosyl-(1-->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-->3) 2,4-di-O-benzyl-β-L-fucopyranoside	208644-74-0	C₇₃H₇₃NO₂₀	1284.38
——	phenyl 2-amino-2-deoxy-1-thio-β-D-glucopyranoside	371123-22-7	C₁₂H₁₇NO₄S	271.337

反应信息

作为反应物：

描述：

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 在吡啶、 N-碘代丁二酰亚胺、碘代三甲硅烷、三氟甲磺酸、三氟甲磺酸三甲基硅酯、三氟化硼乙醚、 sodium methylate 、对甲苯磺酸、乙二胺、三乙胺、乙硫醇作用下，以甲醇、乙醚、二氯甲烷、乙腈、仲丁醇为溶剂，反应 47.83h，生成 methyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl