tert-butyldimethyl(4-((3S,3aR,3bR,5aS,6aS,9aR,10aR,10bS,12aS)-8,8,10a,12a-tetramethyl-1-((trimethylsilyl)oxy)-3,3a,3b,4,5a,6,6a,9a,10,10a,10b,11,12,12a-tetradecahydrospiro[cyclopenta[7,8]phenanthro[2,3-d][1,3]dioxole-5,2'-[1,3]dioxolan]-3-yl)butoxy)silane | 1353113-42-4

• 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: tert-butyldimethyl(4-((3S,3aR,3bR,5aS,6aS,9aR,10aR,10bS,12aS)-8,8,10a,12a-tetramethyl-1-((trimethylsilyl)oxy)-3,3a,3b,4,5a,6,6a,9a,10,10a,10b,11,12,12a-tetradecahydrospiro[cyclopenta[7,8]phenanthro[2,3-d][1,3]dioxole-5,2'-[1,3]dioxolan]-3-yl)butoxy)silane
• CAS: 1353113-42-4
• 化学式: C₃₇H₆₆O₆Si₂
• 分子量: 663.098
• InChiKey: LQDQSKCMDUEGMB-KMXCEFDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.28
• 重原子数：
  45.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyldimethyl(4-((3S,3aR,3bR,5aS,6aS,9aR,10aR,10bS,12aS)-8,8,10a,12a-tetramethyl-1-((trimethylsilyl)oxy)-3,3a,3b,4,5a,6,6a,9a,10,10a,10b,11,12,12a-tetradecahydrospiro[cyclopenta[7,8]phenanthro[2,3-d][1,3]dioxole-5,2'-[1,3]dioxolan]-3-yl)butoxy)silane 在 甲醇 、 四丁基氟化铵 、 氯化二乙基铝 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 苯 为溶剂， 反应 11.08h， 生成 4-((3R,3aS,3bR,5R,5aS,6aS,9aR,10aR,10bS,12aS)-5-ethyl-5-(2-hydroxyethoxy)-1-((S)-1-hydroxypropan-2-yl)-8,8,10a,12a-tetramethyl-3a,3b,4,5,5a,6,6a,9a,10,10a,10b,11,12,12a-tetradecahydro-3H-cyclopenta[7,8]phenanthro[2,3-d][1,3]dioxol-3-yl)butyl benzoate
  参考文献：
  名称：

  Steroids modified at C15. Synthesis and spectra-structure correlations

  摘要：

  A synthesis of 15-benzoyloxybutyl-20-hydroxymethylpregn-16-enes, the intermediates in the synthesis of brassino- and ecdysteroids modified in the D ring was performed starting with 2 alpha,3 alpha-isopropylidenedioxy-6,6-ethylenedyoxy-5 alpha-androst-15-ene-17-one and its 2 beta,3 beta-isomer through a sequence of reactions involving Michael addition, Wittig reaction and ene reaction. Structures of the compounds were proved by the methods of two-dimensional NMR spectroscopy.

  DOI：

  10.1134/s1070363211100185
• 作为产物：
  描述：

  2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-15-en-17-one 、 三甲基氯硅烷 、 (4-((tert-butyldimethylsilyl)oxy)butyl)magnesium bromide 在 copper(I) bromide dimethylsulfide complex 、 六甲基磷酰三胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以1.536 mg的产率得到15β-(4-(dimethyl-tert-butylsilyloxy)butyl)-2α,3α-isopropylidenedihydroxy-6,6-ethylenedioxy-5α-androstan-17-one
  参考文献：
  名称：

  Steroids modified at C15. Synthesis and spectra-structure correlations

  摘要：

  A synthesis of 15-benzoyloxybutyl-20-hydroxymethylpregn-16-enes, the intermediates in the synthesis of brassino- and ecdysteroids modified in the D ring was performed starting with 2 alpha,3 alpha-isopropylidenedioxy-6,6-ethylenedyoxy-5 alpha-androst-15-ene-17-one and its 2 beta,3 beta-isomer through a sequence of reactions involving Michael addition, Wittig reaction and ene reaction. Structures of the compounds were proved by the methods of two-dimensional NMR spectroscopy.

  DOI：

  10.1134/s1070363211100185