(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbaldehyde | 863396-18-3

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

(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbaldehyde

英文别名

——

(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbaldehyde化学式

CAS

863396-18-3

化学式

C₁₈H₂₉NO₄SSi

mdl

——

分子量

383.584

InChiKey

IYCDFJJMTODKSK-JKSUJKDBSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

455.0±55.0 °C(Predicted)
密度：

1.14±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

3.35
重原子数：

25.0
可旋转键数：

5.0
环数：

2.0
sp3杂化的碳原子比例：

0.61
拓扑面积：

63.68
氢给体数：

0.0
氢受体数：

4.0

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
——	methyl N-toluenesulfonyl-O-t-butyldimethylsilyl-4-hydroxyprolinate	261157-01-1	C₁₉H₃₁NO₅SSi	413.61
——	methyl (2S,4R)-4-hydroxy-1-tosylpyrrolidine-2-carboxylate	16257-57-1	C₁₃H₁₇NO₅S	299.348

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	3-[(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionaldehyde	870246-70-1	C₂₀H₃₃NO₄SSi	411.638
——	3-[(2R,4R)-1-(4-methylphenyl)sulfonyl-4-(t-butyldimethylsilanyloxy)pyrrolidin-2-yl]-propan-1-ol	870246-65-4	C₂₀H₃₅NO₄SSi	413.654
——	3-[(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile	261157-03-3	C₂₀H₃₂N₂O₃SSi	408.637
——	(2R,4R)-2-(but-3-en-1-yl)-4-(t-butyldimethylsilanyloxy)-1-(4-methylphenyl)sulfonyl-pyrrolidine	870246-66-5	C₂₁H₃₅NO₃SSi	409.665
——	(2S,4R)-1-(4-methylphenylsulfonyl)-2-vinyl-4-(t-butyldimethylsilyloxy)pyrrolidine	863396-16-1	C₁₉H₃₁NO₃SSi	381.612
——	3-[(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionic acid ethyl ester	870246-69-8	C₂₂H₃₇NO₅SSi	455.691
——	2-(1-hydroxypropyl)-4-[(tert-butyldimethylsilanyl)oxy]-1-[(4-methylphenyl)sulfonyl]pyrrolidine	916588-52-8	C₂₀H₃₅NO₄SSi	413.654
——	(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile	261156-79-0	C₂₀H₃₀N₂O₃SSi	406.621
——	2-(1-hydroxy-2-propenyl)-4-(t-butyldimethylsilanyloxy)-1-(4-methylphenylsulfonyl)-pyrrolidine	1130814-63-9	C₂₀H₃₃NO₄SSi	411.638
——	2-(1-hydroxy-2-propenyl)-4-(t-butyldimethylsilanyloxy)-1-(4-methylphenylsulfonyl)-pyrrolidine	1130814-77-5	C₂₀H₃₃NO₄SSi	411.638
——	(2S,4R)-2-((R)-1-Benzyloxy-propyl)-4-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine	916588-58-4	C₂₇H₄₁NO₄SSi	503.778
——	(1R,5R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-(toluene-4-sulfonyl)-6-aza-bicyclo[3.2.1]octan-2-one	261157-05-5	C₂₀H₃₁NO₄SSi	409.622
——	[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-(4-methoxy-phenyl)-methanol	646039-38-5	C₂₅H₃₇NO₅SSi	491.724
——	3-[(2R,4R)-4-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionitrile	261157-04-4	C₁₄H₁₈N₂O₃S	294.375
——	tert-butyl-dimethyl-[(1'R,5'R)-6'-(4-methylphenyl)sulfonylspiro[1,3-dioxolane-2,2'-6-azabicyclo[3.2.1]octane]-1'-yl]oxysilane	261156-82-5	C₂₂H₃₅NO₅SSi	453.675
——	(1R,5R)-1-hydroxy-6-(4-methylphenyl)sulfonyl-6-azabicyclo[3.2.1]octan-2-one	261156-81-4	C₁₄H₁₇NO₄S	295.359
——	(5R)-5-but-3-enyl-1-(4-methylphenyl)sulfonyl-3-non-1-en-5-ylpyrrolidin-3-ol	870246-62-1	C₂₄H₃₇NO₃S	419.629
——	(3R,5R)-5-(4-Methoxy-benzyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol	646039-39-6	C₁₉H₂₃NO₄S	361.462
——	(E)-(R)-2-Butyl-10-(toluene-4-sulfonyl)-10-aza-bicyclo[7.2.1]dodec-5-en-1-ol	870246-68-7	C₂₂H₃₃NO₃S	391.575
——	2-(1-benzyloxypropyl)-1-[(4-methylphenyl)sulfonyl]pyrrolidin-4-one	916588-53-9	C₂₁H₂₅NO₄S	387.5
——	(3R,5S)-5-((R)-1-Benzyloxy-propyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol	916588-59-5	C₂₁H₂₇NO₄S	389.516
——	3-[(2R)-1-(4-methylphenyl)sulfonyl-4-oxopyrrolidin-2-yl]propanenitrile	261156-80-3	C₁₄H₁₆N₂O₃S	292.359
——	(2R)-2-(but-3-en-1-yl)-1-(4-methylphenyl)sulfonyl-2-pyrrolidin-4-one	870246-63-2	C₁₅H₁₉NO₃S	293.387
(2R,4S)-4-羟基-2-(4-甲氧基苄基)-4-甲基-1-(4-甲苯磺酰基)吡咯烷	(2R,4S)-4-hydroxy-2-(4-methoxybenzyl)-4-methyl-1-(4-toluenesulfonyl)pyrrolidine	620163-16-8	C₂₀H₂₅NO₄S	375.489
——	(2S)-1-(4-methylphenylsulfonyl)-2-vinylpyrrolidin-4-one	863396-17-2	C₁₃H₁₅NO₃S	265.333
——	(R)-5-(4-Methoxy-benzyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-one	646039-40-9	C₁₉H₂₁NO₄S	359.446

反应信息

作为反应物：

描述：

(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbaldehyde 在 palladium on activated charcoal 甲醇、 jones reagent 、 samarium diiodide 、四丁基氟化铵、氢气、对甲苯磺酸、 N,N-二异丙基乙胺作用下，以四氢呋喃、二氯甲烷、乙酸乙酯、丙酮、苯为溶剂，生成 tert-butyl-dimethyl-[(1'R,5'R)-6'-(4-methylphenyl)sulfonylspiro[1,3-dioxolane-2,2'-6-azabicyclo[3.2.1]octane]-1'-yl]oxysilane

参考文献：

名称：

10.1002/(sici)1521-3773(20000103)39

摘要：

DOI：

10.1002/(sici)1521-3773(20000103)39
作为产物：

描述：

methyl N-toluenesulfonyl-O-t-butyldimethylsilyl-4-hydroxyprolinate