[(8R,9S,13S,14S,16S,17R)-17-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-yl]-[(E)-2-methyl-3-phenyl-prop-2-en-(E)-ylidene]-amine | 443889-54-1

• 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: [(8R,9S,13S,14S,16S,17R)-17-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-yl]-[(E)-2-methyl-3-phenyl-prop-2-en-(E)-ylidene]-amine
• CAS: 443889-54-1
• 化学式: C₄₅H₅₃NO₂Si
• 分子量: 668.007
• InChiKey: YMKXDQBWUVIXCP-CAJXQDSTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.65
• 重原子数：
  49.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.82
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 [(8R,9S,13S,14S,16S,17R)-17-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-yl]-[(E)-2-methyl-3-phenyl-prop-2-en-(E)-ylidene]-amine 在 palladium diacetate 、 水 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 trans-phenylcyclopropanocarbaldehyde
  参考文献：
  名称：

  O-Silylated steroidal cis-aminoalcohols as chiral auxiliaries: highly diastereoselective Pd-catalyzed cyclopropanation of α,β-unsaturated aldimines

  摘要：

  alpha,beta-Unsaturated imines, obtained from cis-17-silyloxy-16-amino steroids and alpha,beta-unsaturated aldehydes, react with diazomethane in the presence of a catalytic amount of Pd(OAc)(2) with high chemo- and diastereoselectivities to form steroidal cyclopropanocarbaldimines, chromatography on silica gel gives the substituted cyclopropanocarbaldehydes with a high enantiomeric excess and allows recovery of the chiral steroidal auxiliaries. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00334-9
• 作为产物：
  描述：

  16β-amino-17β-hydroxy-3-methoxy-estra-1,3,5(10)-triene 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 101.0h， 生成 [(8R,9S,13S,14S,16S,17R)-17-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-yl]-[(E)-2-methyl-3-phenyl-prop-2-en-(E)-ylidene]-amine
  参考文献：
  名称：

  O-Silylated steroidal cis-aminoalcohols as chiral auxiliaries: highly diastereoselective Pd-catalyzed cyclopropanation of α,β-unsaturated aldimines

  摘要：

  alpha,beta-Unsaturated imines, obtained from cis-17-silyloxy-16-amino steroids and alpha,beta-unsaturated aldehydes, react with diazomethane in the presence of a catalytic amount of Pd(OAc)(2) with high chemo- and diastereoselectivities to form steroidal cyclopropanocarbaldimines, chromatography on silica gel gives the substituted cyclopropanocarbaldehydes with a high enantiomeric excess and allows recovery of the chiral steroidal auxiliaries. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00334-9