17-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-3-vinyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol | 917478-82-1

• 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: 17-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-3-vinyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol
• CAS: 917478-82-1
• 化学式: C₂₇H₄₆O₃Si
• 分子量: 446.746
• InChiKey: JNFKTGQTRXZUNS-NJVUSFBNSA-N

反应信息

• 作为反应物：
  描述：

  17-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-3-vinyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol 在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成 17-(tert-butyldimethylsilanyloxy)-3-hydroxy-10,13-dimethyl-3-vinyl-1,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-2-one
  参考文献：
  名称：

  The domino chemistry approach to molecular complexity: high-yielding bis-hetero intramolecular Diels–Alder reactions with ketone components

  摘要：

  The bis-keto-hetero-IMDA option, with two ketone components (both the heterodiene and heterodienophile moieties) has been examined in several representative domino templates with the aim of ultimately developing efficient methods for the synthesis of structurally complex natural products. The domino sequence could also be activated efficiently by utilizing the less toxic iodobenzene diacetate as the oxidative cleavage/[4+2] promoter while it is unbiased to the nature of substitution around the bicyclic framework. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.003
• 作为产物：
  描述：

  Acetic acid (8R,9S,10R,13S,14S,17S)-17-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl ester 、 乙烯基溴化镁 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 17-(tert-butyldimethylsilanyloxy)-10,13-dimethyl-3-vinyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol
  参考文献：
  名称：

  The domino chemistry approach to molecular complexity: high-yielding bis-hetero intramolecular Diels–Alder reactions with ketone components

  摘要：

  The bis-keto-hetero-IMDA option, with two ketone components (both the heterodiene and heterodienophile moieties) has been examined in several representative domino templates with the aim of ultimately developing efficient methods for the synthesis of structurally complex natural products. The domino sequence could also be activated efficiently by utilizing the less toxic iodobenzene diacetate as the oxidative cleavage/[4+2] promoter while it is unbiased to the nature of substitution around the bicyclic framework. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.09.003