Acetic acid (R)-4-[(2S,4aR,4bS,6aS,6bR,7S,8R,9aS,10aS,10bS)-2-(tert-butyl-dimethyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester | 439917-19-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Acetic acid (R)-4-[(2S,4aR,4bS,6aS,6bR,7S,8R,9aS,10aS,10bS)-2-(tert-butyl-dimethyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester
• 英文别名: [(2R)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-16-[tert-butyl(dimethyl)silyl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutyl] acetate
• CAS: 439917-19-8
• 化学式: C₃₅H₆₀O₄Si
• 分子量: 572.945
• InChiKey: VHFQJKMEMVBGFP-QORLVATLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.95
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid (R)-4-[(2S,4aR,4bS,6aS,6bR,7S,8R,9aS,10aS,10bS)-2-(tert-butyl-dimethyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester 在 吡啶 、 tetrabutylammonium tetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 生成 Acetic acid (R)-4-((2S,4aR,4bS,6aS,6bR,7S,8R,9aS,10aS,10bS)-2-acetoxy-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl)-2-methyl-butyl ester
  参考文献：
  名称：

  Deoxygenation of aliphatic acetate derivatives using electrogenerated organic amalgams

  摘要：

  An electrochemical deoxygenation reaction of aliphatic acetates has been developed, using electrogenerated organic amalgams (R4N-Hg). This methodology led us to obtain the deoxygenated product and the alcohol in a 1:1 ratio with total transformation of the starting compound. Examples Using the acetates of sarsasapogenin, diosgenin. 16-dehydro-pregnanolone and argentatine A, show the applications and some limitations of this electrochemical reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02384-x
• 作为产物：
  描述：

  薯蓣皂素 在 吡啶 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 三氯化铝 、 三乙胺 作用下， 生成 Acetic acid (R)-4-[(2S,4aR,4bS,6aS,6bR,7S,8R,9aS,10aS,10bS)-2-(tert-butyl-dimethyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester
  参考文献：
  名称：

  Deoxygenation of aliphatic acetate derivatives using electrogenerated organic amalgams

  摘要：

  An electrochemical deoxygenation reaction of aliphatic acetates has been developed, using electrogenerated organic amalgams (R4N-Hg). This methodology led us to obtain the deoxygenated product and the alcohol in a 1:1 ratio with total transformation of the starting compound. Examples Using the acetates of sarsasapogenin, diosgenin. 16-dehydro-pregnanolone and argentatine A, show the applications and some limitations of this electrochemical reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02384-x