(1S,5S,8aS,8bR)-1-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-5-(pyridin-2-ylsulfanylcarbonylmethoxy)-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid 4-tert-butyl-benzyl ester | 198402-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (1S,5S,8aS,8bR)-1-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-5-(pyridin-2-ylsulfanylcarbonylmethoxy)-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid 4-tert-butyl-benzyl ester
• CAS: 198402-10-7
• 化学式: C₃₇H₅₀N₂O₆SSi
• 分子量: 678.965
• InChiKey: LLHKWWLDMDWEJJ-CVUTZZQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.43
• 重原子数：
  47.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  95.03
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (1S,5S,8aS,8bR)-1-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-5-(pyridin-2-ylsulfanylcarbonylmethoxy)-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid 4-tert-butyl-benzyl ester 在 palladium on activated charcoal 四丁基溴化铵 、 氢气 、 溶剂黄146 、 三乙胺 、 cesium fluoride 作用下， 以 四氢呋喃 、 异丙醇 、 乙腈 为溶剂， 反应 24.17h， 生成 sodium;(1S,5S,8aS,8bR)-5-[2-(dimethylamino)-2-oxoethoxy]-1-[(1R)-1-hydroxyethyl]-2-oxo-5,6,7,8,8a,8b-hexahydro-1H-azeto[1,2-b]isoindole-4-carboxylate
  参考文献：
  名称：

  The synthesis of 4-aminocarbonylmethoxy trinems

  摘要：

  The synthesis of 4-aminocarbonylmethoxy trinems was accomplished through Lewis acid catalysed opening of an epoxide intermediate with allyl glycolate, followed by deallylation, activation of the free acid via the 2-pyridyl thiolester and reaction with a series of trimethylsilylamines. An alternative route involving a rhodium-catalysed diazoacetate insertion was also successfully exploited. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)01053-3
• 作为产物：
  描述：

  [(1S,2S,3R)-3-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-(di-tert-butyl-hydroxy-silanyloxy)-cyclohexyloxy]-acetic acid allyl ester 在 四(三苯基膦)钯 、 草酰氯 、 四丁基氟化铵 、 溶剂黄146 、 二甲基亚砜 、 三乙胺 、 对苯二酚 、 三苯基膦 、 亚磷酸三乙酯 、 sodium 2-ethylhexanoic acid 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 13.0h， 生成 (1S,5S,8aS,8bR)-1-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-5-(pyridin-2-ylsulfanylcarbonylmethoxy)-1,2,5,6,7,8,8a,8b-octahydro-azeto[2,1-a]isoindole-4-carboxylic acid 4-tert-butyl-benzyl ester
  参考文献：
  名称：

  The synthesis of 4-aminocarbonylmethoxy trinems

  摘要：

  The synthesis of 4-aminocarbonylmethoxy trinems was accomplished through Lewis acid catalysed opening of an epoxide intermediate with allyl glycolate, followed by deallylation, activation of the free acid via the 2-pyridyl thiolester and reaction with a series of trimethylsilylamines. An alternative route involving a rhodium-catalysed diazoacetate insertion was also successfully exploited. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)01053-3