[[2-[(3S,8S,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]oxiran-2-yl]-(2-trimethylsilyloxiran-2-yl)methyl] methanesulfonate | 183163-87-3

• 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: [[2-[(3S,8S,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]oxiran-2-yl]-(2-trimethylsilyloxiran-2-yl)methyl] methanesulfonate
• CAS: 183163-87-3
• 化学式: C₃₄H₆₀O₆SSi₂
• 分子量: 653.084
• InChiKey: OHJONRURABLBLD-RQTDWXCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.72
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  86
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [[2-[(3S,8S,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]oxiran-2-yl]-(2-trimethylsilyloxiran-2-yl)methyl] methanesulfonate 在 对甲苯磺酸 、 pyridinium chlorochromate 作用下， 生成 Methanesulfonic acid [2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-oxiranyl]-(2-trimethylsilanyl-oxiranyl)-methyl ester
  参考文献：
  名称：

  A novel route to 2-fluoromethyl- and 2-hydroxymethyl-4-alkyl furans via allene oxides

  摘要：

  A four-step protocol for the synthesis of 2-fluoromethyl and 2-hydroxymethyl 4-alkyl furans 1a and 1b from a-alkyl acroleins 4 and 1-bromo-1-trimethylsilylethylene (5) via allene oxides 2 is elaborated, and is applied to the preparation of steroid furans 10, 11, 14 and 15 from alpha,beta-unsaturated aldehyde 8. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)01605-x
• 作为产物：
  描述：

  (1-溴乙烯基)三甲硅烷 在 叔丁基过氧化氢 、 正丁基锂 、 bis(acetylacetonate)oxovanadium 作用下， 生成 [[2-[(3S,8S,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]oxiran-2-yl]-(2-trimethylsilyloxiran-2-yl)methyl] methanesulfonate
  参考文献：
  名称：

  A novel route to 2-fluoromethyl- and 2-hydroxymethyl-4-alkyl furans via allene oxides

  摘要：

  A four-step protocol for the synthesis of 2-fluoromethyl and 2-hydroxymethyl 4-alkyl furans 1a and 1b from a-alkyl acroleins 4 and 1-bromo-1-trimethylsilylethylene (5) via allene oxides 2 is elaborated, and is applied to the preparation of steroid furans 10, 11, 14 and 15 from alpha,beta-unsaturated aldehyde 8. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)01605-x

文献信息

• A novel route to 2-fluoromethyl- and 2-hydroxymethyl-4-alkyl furans via allene oxides
  作者：Marek M. Kabat

  DOI：10.1016/0040-4039(96)01605-x

  日期：1996.10

  A four-step protocol for the synthesis of 2-fluoromethyl and 2-hydroxymethyl 4-alkyl furans 1a and 1b from a-alkyl acroleins 4 and 1-bromo-1-trimethylsilylethylene (5) via allene oxides 2 is elaborated, and is applied to the preparation of steroid furans 10, 11, 14 and 15 from alpha,beta-unsaturated aldehyde 8. Copyright (C) 1996 Published by Elsevier Science Ltd