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3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine | 51549-35-0

分子结构分类

有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷

中文名称

——

中文别名

——

英文名称

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

英文别名

3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine；3′,5′-O-bis(tert-butyldimethylsilyl)-2′-deoxyguanosine；3',5'-di-O-tert-butyldimethylsilyl-2'-deoxy-guanosine；3',5'-Bis-o-(tert-butyldimethylsilyl)deoxyguanosine；2-amino-9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-1H-purin-6-one

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine化学式

CAS

51549-35-0

化学式

C₂₂H₄₁N₅O₄Si₂

mdl

——

分子量

495.77

InChiKey

XTBBTEFNLXCMTG-ARFHVFGLSA-N

BEILSTEIN

——

EINECS

——

物化性质

熔点：

294-295 °C (decomp)
密度：

1.18±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

4.4
重原子数：

33
可旋转键数：

8
环数：

3.0
sp3杂化的碳原子比例：

0.77
拓扑面积：

113
氢给体数：

2
氢受体数：

6

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
——	3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(phenylsulfonyl)carbamoyl]deoxyguanosine	909566-41-2	C₂₉H₄₆N₆O₇SSi₂	678.957
——	O⁶-Allyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine	150903-99-4	C₂₅H₄₅N₅O₄Si₂	535.834
——	O⁶-Allyl-N²-(allyloxycarbonyl)-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine	150904-00-0	C₂₉H₄₉N₅O₆Si₂	619.909
——	9-{2-deoxy-3,5-bis-O-[(1,1-dimethylethyl)(dimethyl)silyl]-β-D-erythro-pentofuranosyl}-6-[(1-oxidopyridin-2-yl)sulfanyl]-9H-purin-2-amine	918898-49-4	C₂₇H₄₄N₆O₄SSi₂	604.921
2'-脱氧鸟苷	2'-Deoxyguanosine	961-07-9	C₁₀H₁₃N₅O₄	267.244
——	3',5'-bis-O-(tert-butyldimethylsilyl)-O⁶-[(2,4,6-trimethylphenyl)sulfonyl]-2'-deoxyguanosine	150884-25-6	C₃₁H₅₁N₅O₆SSi₂	678.013

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	3’-O-tert-butyldimethylsilyl-2’-deoxyguanosine	51549-34-9	C₁₆H₂₇N₅O₄Si	381.507
——	2-(acetylamino)-9-{3,5-bis-O-[(tert-butyl)dimethylsilyl]-2-deoxy-β-D-erythro-pentofuranosyl}-1,9-dihydro-6H-purin-6-one	51549-44-1	C₂₄H₄₃N₅O₅Si₂	537.807
——	3',5'-O-bis(tert-butyldimethylsilyl)-2-N-carbamoyldeoxyguanosine	947393-11-5	C₂₃H₄₂N₆O₅Si₂	538.795
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-N-methylthiocarbamoyldeoxyguanosine	947393-12-6	C₂₄H₄₄N₆O₄SSi₂	568.888
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-N-methylcarbamoyldeoxyguanosine	909033-50-7	C₂₄H₄₄N₆O₅Si₂	552.822
——	3',5'-bis-O-(tert-butyldimethylsilyl)-N²-methyl-N²-[(2-N,N-dimethylamino)ethyl]-2'-deoxyguanosine	——	C₂₇H₅₂N₆O₄Si₂	580.919
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-pyrrolidinyl-2'-deoxyinosine	——	C₂₆H₄₇N₅O₄Si₂	549.861
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-morpholinyl-2'-deoxyinosine	——	C₂₆H₄₇N₅O₅Si₂	565.861
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-piperidinyl-2'-deoxyinosine	——	C₂₇H₄₉N₅O₄Si₂	563.888
——	3',5'-di-tert-butyldimethylsilyl-N²-naphthalen-1-yl-2'-deoxyguanosine	——	C₃₂H₄₇N₅O₄Si₂	621.927
——	3',5'-O-bis(tert-butyldimethylsilyl)-2-N-cyclohexylcarbamoyldeoxyguanosine	1356820-96-6	C₂₉H₅₂N₆O₅Si₂	620.94
——	3’,5’-O-bis(tert-butydimethylsilyl)-N²-phenoxyacetyl-2’-deoxyguanosine	866724-08-5	C₃₀H₄₇N₅O₆Si₂	629.904
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-2'-deoxyinosine	——	C₂₉H₅₁N₅O₆Si₂	621.925
——	3',5'-bis-O-(tert-butyldimethylsilyl)-2-[4-(4-nitrophenyl)-piperazin-1-yl]-2'-deoxyinosine	——	C₃₂H₅₁N₇O₆Si₂	685.971
——	3',5'-O-di-tert-butyldimethylsilyl-2'-deoxy-4-desmethylwyosine	865447-06-9	C₂₅H₄₃N₅O₄Si₂	533.819
——	1-cyclohexyl-3-[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]urea	1356820-98-8	C₁₇H₂₄N₆O₅	392.415
——	2-amino-6-methoxy-9-<2-deoxy-3,5-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl>purine	128790-73-8	C₂₃H₄₃N₅O₄Si₂	509.797
——	2-amino-9-(3',5'-di-O-tert-butyldimethylsilyl-2'-deoxy-β-D-ribofuranosyl)-6-vinylpurine	188823-57-6	C₂₄H₄₃N₅O₃Si₂	505.808
——	O⁶-Allyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine	150903-99-4	C₂₅H₄₅N₅O₄Si₂	535.834
——	1-cyclohexyl-3-[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-1-methylurea	1356821-02-7	C₁₈H₂₆N₆O₅	406.442
——	3',5'-bis-O-[(tert-butyl)dimethylsilyl]-O⁶-(2-cyanoethyl)-2'-deoxyguanosine	——	C₂₅H₄₄N₆O₄Si₂	548.833
——	5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine	243657-15-0	C₃₇H₅₁N₇O₁₀Si₂	810.024
——	O⁶-phenyl-3',5'-bis(O-tert-butyldimethylsilyl)-2'-deoxyguanosine	195611-65-5	C₂₈H₄₅N₅O₄Si₂	571.867
——	O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine	236427-57-9	C₂₉H₄₇N₅O₄Si₂	585.894
——	9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-(4-fluoro-phenoxy)-9H-purin-2-ylamine	195611-66-6	C₂₈H₄₄FN₅O₄Si₂	589.858
——	O⁶-(4-chlorophenyl)-3',5'-bis(O-tert-butyldimethylsilyl)-2'-deoxyguanosine	——	C₂₈H₄₄ClN₅O₄Si₂	606.312
——	3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine	865710-38-9	C₂₉H₄₆N₄O₇SSi₂	650.944
——	6-N-(2-(2'-deoxyinosyl))-2'-deoxyadenosine	——	C₂₀H₂₃N₉O₇	501.459
——	3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine	147299-48-7	C₃₀H₄₈N₆O₆Si₂	644.919
——	2-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyguanosine	236427-63-7	C₅₈H₉₁N₉O₈Si₄	1154.76
——	8-[acetyl(phenyl)amino]-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine	1009639-11-5	C₃₀H₄₈N₆O₅Si₂	628.919
——	5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2-N-(1-butyl)-2'-deoxyguanosine	——	C₃₃H₅₅N₅O₄Si₂	642.002
——	O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-N²-phenyl-2'-deoxyguanosine	——	C₃₅H₅₁N₅O₄Si₂	661.992
——	5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2-N-benzyl-2'-deoxyguanosine	278803-36-4	C₃₆H₅₃N₅O₄Si₂	676.019
——	3',5'-bis-O-[(tert-butyl)dimethylsilyl]-N²-2[(cyanoethoxy)carbonyl]-O⁶-(2-cyanoethyl)-2'deoxyguanosine	——	C₂₉H₄₇N₇O₆Si₂	645.906
——	O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-N²-(4-methylphenyl)-2'-deoxyguanosine	——	C₃₆H₅₃N₅O₄Si₂	676.019
——	2-amino-6-(2-thiazolyl)-9-[2-deoxy-3,5-di-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine	848613-81-0	C₂₅H₄₂N₆O₃SSi₂	562.884
——	5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2-N-(4-nitrophenyl)-2'-deoxyguanosine	——	C₃₅H₅₀N₆O₆Si₂	706.99
——	O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-N²-(4-methoxyphenyl)-2'-deoxyguanosine	——	C₃₆H₅₃N₅O₅Si₂	692.018
——	8-[acetyl(4-biphenylyl)amino]-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine	1426845-68-2	C₃₆H₅₂N₆O₅Si₂	705.017
——	2-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine	243657-13-8	C₂₅H₂₃N₇O₁₀	581.499
——	5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2-N-(2-pyridyl)-2'-deoxyguanosine	——	C₃₄H₅₀N₆O₄Si₂	662.98
——	5'-O-(4,4'-dimethoxytrityl)-2-N-cyclohexylcarbamoyldeoxyguanosine	1356820-97-7	C₃₈H₄₂N₆O₇	694.787
——	9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-phenoxy-3H-purin-2-one	195611-67-7	C₂₈H₄₄N₄O₅Si₂	572.852
——	O⁶-(benzotriazol-1-yl)-3′,5′-di-O-(t-butyldimethylsilyl)-2′-deoxyguanosine	1009639-09-1	C₂₈H₄₄N₈O₄Si₂	612.88
——	9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-[2-(1H-imidazol-5-yl)ethylamino]-1H-purin-2-one	195611-69-9	C₂₇H₄₇N₇O₄Si₂	589.886
——	O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyxanthosine	865710-41-4	C₂₉H₄₆N₄O₅Si₂	586.879
——	9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-(4-fluorophenoxy)-3H-purin-2-one	195611-68-8	C₂₈H₄₃FN₄O₅Si₂	590.843
——	2-amino-6-O-(p-toluenesulfonyl)-9-[2-deoxy-3,5-di-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]purine	177533-37-8	C₂₉H₄₇N₅O₆SSi₂	649.959
2'-脱氧鸟苷	2'-Deoxyguanosine	961-07-9	C₁₀H₁₃N₅O₄	267.244
——	(S)-2-{9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-ylamino}-2-phenyl-ethanol	——	C₃₈H₅₆N₆O₇Si₂	765.07
——	5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2-N-methyl-2-N-phenyl-2'-deoxyguanosine	——	C₃₆H₅₃N₅O₄Si₂	676.019
——	O⁶-benzyl-2-chloro-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine	865710-39-0	C₂₉H₄₅ClN₄O₄Si₂	605.325
——	3',5'-bis-O-(tert-butyldimethylsilyl)-O⁶-[(2-thienyl)sulfonyl]-2'-deoxyguanosine	——	C₂₆H₄₃N₅O₆S₂Si₂	641.96
——	9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-[2-(4-nitrophenyl)ethoxy]-3H-purin-2-one	148623-66-9	C₃₀H₄₇N₅O₇Si₂	645.903
——	2-bromo-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine	236427-58-0	C₂₉H₄₅BrN₄O₄Si₂	649.776
——	2-N-bis(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine	243657-14-9	C₄₀H₃₃N₉O₁₆	895.753
——	3′,5′-O-bis(tert-butyldimethylsilyl)-O⁶-(p-nitrophenylethyl)-2′-deoxy-2-fluoroguanosine	190506-33-3	C₃₀H₄₆FN₅O₆Si₂	647.895
——	3',5'-bis-O-(tert-butyldimethylsilyl)-O⁶-[(2,4,6-trimethylphenyl)sulfonyl]-2'-deoxyguanosine	150884-25-6	C₃₁H₅₁N₅O₆SSi₂	678.013
——	6-N-(2-(5'-O-3'-O-bis(tert-butyldimethylsilyl)-6-O-benzyl-2'-deoxyinosyl))-5'-O-3'-O-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine	260798-03-6	C₅₁H₈₅N₉O₇Si₄	1048.63
——	2-phenyl-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine	359785-62-9	C₃₅H₅₀N₄O₄Si₂	646.977
——	5'-O-(4,4'-dimethoxytrityl)-2-N-cyclohexylcarbamoyldeoxyguanosine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)	1356820-99-9	C₄₇H₅₉N₈O₈P	895.008
——	5'-O-(4,4'-dimethoxytrityl)-2-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine	243657-16-1	C₄₆H₄₁N₇O₁₂	883.871
——	8-[acetyl(4-biphenylyl)amino]-2'-deoxyguanosine	91024-87-2	C₂₄H₂₄N₆O₅	476.492
——	5'-O-(4,4'-dimethoxytrityl)-2-N-(N-cyclohexyl-N-methylcarbamoyl)deoxyguanosine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)	1356821-03-8	C₄₈H₆₁N₈O₈P	909.035
——	3',5'-bis-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-O⁶-[(2,4,6-triisopropylphenyl)sulfonyl]guanosine	328238-59-1	C₃₇H₆₃N₅O₆SSi₂	762.174
——	[9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-6-[2-(4-nitrophenyl)ethoxy]purin-2-yl] trifluoromethanesulfonate	148645-87-8	C₃₁H₄₆F₃N₅O₉SSi₂	777.967
——	O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylphenylsulfonyl)-2'-deoxyxanthosine	865710-42-5	C₃₆H₅₂N₄O₇SSi₂	741.068
——	2-amino-6-(2-thiazolyl)-9-(2-deoxy-β-D-ribofuranosyl)purine	848613-82-1	C₁₃H₁₄N₆O₃S	334.359
N-[2-氨基-9-[(4S,5R)-4-羟基-5-(羟基甲基)四氢呋喃-2-基]-6-氧代-3H-嘌呤-8-基]-N-(9H-芴-2-基)乙酰胺	fluorene	37819-60-6	C₂₅H₂₄N₆O₅	488.503
——	Mguxomwxxobmiq-swtkmsqosa-	93184-07-7	C₂₁H₂₈N₈O₈	520.502
——	5'-O-(4,4'-dimethoxytrityl)-2-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine 3'-O-(S-pivaloyl-2-thioethyl) N,N-diisopropylphosphoramidite	243657-27-4	C₅₉H₆₇N₈O₁₄PS	1175.27
——	8-(acetylphenylamino)-5'-O-dimethoxytrityl-N²-[(dimethylamino)-methylene]-2'-deoxyguanosine	1009639-16-0	C₄₂H₄₃N₇O₇	757.846
——	2-N-carbamoyl-6-O-diphenylcarbamoyldeoxyguanosine	909033-56-3	C₂₄H₂₃N₇O₆	505.49
——	8-[acetyl(4-methylphenyl)amino]-5'-O-dimethoxytrityl-N²-[(dimethylamino)methylene]-2'-deoxyguanosine	——	C₄₃H₄₅N₇O₇	771.873
——	8-[acetyl(4-methoxyphenyl)amino]-5'-O-dimethoxytrityl-N²-[(dimethylamino)methylene]-2'-deoxyguanosine	——	C₄₃H₄₅N₇O₈	787.872
——	6-O-diphenylcarbamoyl-2-N-methylcarbamoyldeoxyguanosine	909033-52-9	C₂₅H₂₅N₇O₆	519.517
——	8-[acetyl(4-biphenylyl)amino]-5'-O-dimethoxytrityl-N²-[(dimethylamino)methylene]-2'-deoxyguanosine	——	C₄₈H₄₇N₇O₇	833.944
——	6-O-diphenylcarbamoyl-2-N-methylthiocarbamoyldeoxyguanosine	947393-15-9	C₂₅H₂₅N₇O₅S	535.583
——	8-[acetyl(3,5-dimethylphenyl)amino]-5'-O-dimethoxytrityl-N²-[(dimethylamino)methylene]-2'-deoxyguanosine	——	C₄₄H₄₇N₇O₇	785.9
——	2-N-phenoxyacetyl 2-amino-6-(2-thiazolyl)-9-(2-deoxy-β-D-ribofuranosyl)purine	848613-83-2	C₂₁H₂₀N₆O₅S	468.493
——	(2R,3S,5R)-5-[2-[[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]-6-phenylmethoxypurin-9-yl]-2-(hydroxymethyl)oxolan-3-ol	278803-30-8	C₂₇H₂₉N₉O₇	591.583
——	O-(2-cyanoethyl)-N,N-diisopropyl 8-(acetylphenylamino)-5'-O-dimethoxytrityl-N²-[(dimethylamino)methylene]-2'-deoxyguanosine-3'-phosphoramidite	1009639-17-1	C₅₁H₆₀N₉O₈P	958.067
——	8-[acetyl(2-fluorenyl)amino]-5'-O-dimethoxytrityl-N²-[(dimethylamino)methylene]-2'-deoxyguanosine	——	C₄₉H₄₇N₇O₇	845.955
——	2-fluoro-O⁶-(2-(p-nitrophenyl)ethyl)-2'-deoxyinosine	132183-39-2	C₁₈H₁₈FN₅O₆	419.369
——	2-N-carbamoyl-5'-O-(4,4'-dimethoxytrityl)-6-O-diphenylcarbamoyldeoxyguanosine	909033-57-4	C₄₅H₄₁N₇O₈	807.863
——	N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-(dimethylaminomethylideneamino)-6-oxo-1H-purin-8-yl]-N-(3,5-dimethylphenyl)acetamide	1137726-81-8	C₅₃H₆₄N₉O₈P	986.12
——	5'-O-(4,4'-dimethoxytrityl)-6-O-diphenylcarbamoyl-2-N-methylcarbamoyldeoxyguanosine	909033-53-0	C₄₆H₄₃N₇O₈	821.89
——	5'-O-(4,4'-dimethoxytrityl)-6-O-diphenylcarbamoyl-2-N-methylthiocarbamoyldeoxyguanosine	909033-59-6	C₄₆H₄₃N₇O₇S	837.956
——	5'-O-(4,4'-Dimethoxytrityl)-6-O-[2-(4-nitrophenyl)ethyl]-2'-deoxy-2-fluoroinosine	153527-28-7	C₃₉H₃₆FN₅O₈	721.742
——	N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-(dimethylaminomethylideneamino)-6-oxo-1H-purin-8-yl]-N-(9H-fluoren-2-yl)acetamide	1137726-82-9	C₅₈H₆₄N₉O₈P	1046.18

反应信息

作为反应物：

描述：

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 在 N-甲基咪唑、叔丁基过氧化氢、 sodium perchlorate monohydrate 、三氟乙酸吡啶、三氯乙酸作用下，以四氢呋喃、甲醇、正壬烷、水、 N,N-二甲基甲酰胺、乙腈为溶剂，反应 33.92h，生成 2'-脱氧-5-氮杂胞苷酰-(3'→5')-2'-脱氧-鸟苷钠盐

参考文献：

名称：

[EN] IMPROVED PROCESSES FOR THE PREPARATION OF GUADECITABINE AND INTERMEDIATES THEREOF
[FR] PROCÉDÉS PERFECTIONNÉS DE PRÉPARATION DE GUADÉCITABINE ET D'INTERMÉDIAIRES DE CELLE-CI

摘要：

公开号：

WO2019014286A3
作为产物：

描述：

O⁶-Allyl-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine 在四(三苯基膦)钯 diethylammonium hydrogencarbonate 、三苯基膦作用下，以二氯甲烷为溶剂，以87%的产率得到3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

参考文献：

名称：

O-Allyl protection of guanine and thymine residues in oligodeoxyribonucleotides

摘要：

DOI：

10.1021/jo00072a050

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文献信息

New thermolytic carbamoyl groups for the protection of nucleobases

作者：Akihiro Ohkubo、Rintaro Kasuya、Kenichi Miyata、Hirosuke Tsunoda、Kohji Seio、Mitsuo Sekine

DOI：10.1039/b816831h

日期：——

It was found that N-arylcarbamoyl and N-(phenylsulfonyl)carbamoyl (psc) groups could be effectively introduced onto the amino groups of deoxycytidine and deoxyadenosine derivatives and could be removed thermolytically. We succeeded in synthesizing DNA probes incorporating these thermo-removable protecting groups and developed a new system for molecular switching by changing the protection- and deprotection-modes using simple heating and re-carbamoylation with isocyanates. This reversible process enabled us to control the hybridization ability of the DNA probes.

研究发现，N-芳基氨甲酰基和N-（苯磺酰基）氨甲酰基（psc）基团能够有效地引入到脱氧胞苷和脱氧腺苷衍生物的氨基上，并且能够通过热分解反应去除。我们成功合成了含有这些热可移除保护基团的DNA探针，并开发了一种新的分子开关系统，通过简单的加热和重新氨甲酰化与异氰酸酯的反应来改变保护和脱保护模式。这种可逆的过程使我们能够控制DNA探针的杂交能力。
Synthesis of Site-Specific Damaged DNA Strands by 8-(Acetylarylamino)-2′-deoxyguanosine Adducts and Effects on Various DNA Polymerases

作者：Sarah Krüger、Chris Meier

DOI：10.1002/ejoc.201200984

日期：2013.2

predominately found 8-(arylamino)-2′-dG, 8-(acetylarylamino) damages within DNA-strands may also play an important role in the induction of chemical carcinogenesis. A synthesis pathway leading to these 8-(acetylarylamino)-dG adducts using different aromatic amines has been optimized. The 8-modified dGs were converted into the corresponding phosphoramidites and site-specifically incorporated into different

除了主要发现的 8-（芳基氨基）-2'-dG 外，DNA 链中的 8-（乙酰基芳基氨基）损伤也可能在化学致癌作用的诱导中起重要作用。使用不同芳香胺生成这些 8-(乙酰芳基氨基)-dG 加合物的合成途径已得到优化。8 种修饰的 dG 被转化为相应的亚磷酰胺，并在位点特异性地整合到不同的寡核苷酸中，从而形成 DNA 链。这些受损 DNA 链与互补寡核苷酸的带有损伤的杂交体被用来研究它们的熔解特性和它们的圆二色光谱。结果表明，切割位点内的损伤没有发生 EcoRI 限制。最后，三种不同的 DNA 聚合酶用于引物延伸研究。
A New Synthetic Approach for the Synthesis of N<sup>2</sup>-Modified Guanosines

作者：Joachim W. Engels、Tatjana Hofmann、Karin Zweig

DOI：10.1055/s-2005-869905

日期：——

A new universal route for generating N2-modified guanosines is developed and the synthesis of two examples is shown.

开发了一种生成N2修饰的鸟苷的新途径，并展示了两个合成实例。
Solventless Protocol for Efficient Bis-<i>N</i>-Boc Protection of Adenosine, Cytidine, and Guanosine Derivatives

作者：Siddharth A. Sikchi、Philip G. Hultin

DOI：10.1021/jo060430t

日期：2006.8.1

A solvent-free reaction employing a simple low-energy ball mill apparatus converts the amino groups of adenosine, 2-deoxyadenosine, cytidine, 2-deoxycytidine, guanosine, and 2-deoxyguanosine as well as some of their ribosyl O-protected derivatives to the corresponding bis-N-Boc carbamates. In the case of guanosine compounds, the carbonyl group of the base moiety was also blocked as its O-Boc enol carbonate

使用简单的低能球磨仪进行的无溶剂反应将腺苷，2-脱氧腺苷，胞嘧啶核苷，2-脱氧胞苷，鸟苷和2-脱氧鸟苷的氨基以及它们的一些核糖基O保护的衍生物转化为相应的bis- N -Boc氨基甲酸酯。在鸟苷化合物的情况下，该碱基部分的羰基也被封闭为其O- Boc烯醇碳酸酯。使用瞬态原位O硅烷化的这种方法的一种变体允许制备bis- N-Boc核苷，其中糖羟基不受保护。除鸟苷化合物外，球磨反应迅速，方便且产率很高。这种高效的方法使用适合进一步合成操作的碱稳定且酸不稳定的基团保护这些核苷的氨基。
Nucleotides, Part LXVII, The 2-Cyanoethyl and (2-Cyanoethoxy)carbonyl Group for Base Protection in Nucleoside and Nucleotide Chemistry

作者：Claudia Merk、Tilman Reiner、Evgeny Kvasyuk、Wolfgang Pfleiderer

DOI：10.1002/1522-2675(20001220)83:12<3198::aid-hlca3198>3.0.co;2-q

日期：2000.12.20

The amino functions of the common 2′-deoxyribo- and ribonucleosides were blocked by the (2-cyanoethoxy)carbonyl group on treatment with 2-cyanoethyl carbonochloridate (5) or 1-[(2-cyanoethoxy)carbonyl]-3-methyl-1H-imidazolium chloride (6) leading to 7, 18, 8, 19, 9, and 20. In 2′-deoxyguanosine, the amide group was additionally blocked at the O6 position by the 2-cyanoethyl (27) and 2-(4-nitrophenyl)ethyl

在用 2-氰基乙基碳氯酸酯 (5) 或 1-[(2-氰基乙氧基)羰基]-3-甲基-处理时，常见的 2'-脱氧核糖和核糖核苷的氨基官能团被 (2-氰基乙氧基)羰基封闭。 1H-咪唑氯化物 (6) 产生 7, 18, 8, 19, 9 和 20。在 2'-脱氧鸟苷中，酰胺基团在 O6 位被 2-氰乙基 (27) 和 2-( 4-硝基苯基)乙基(31, 32)。关于通过 β-消除裂解 ce/ceoc 和 npe/npeoc 基团的比较动力学研究揭示了有关核碱基不同位点的各种封闭基团的容易性和顺序脱保护的有价值的信息。