(1S,3aS,7aS)-7a-Methyl-4-[2-[(3S,5R)-2-methylene-3,5-bis-trimethylsilanyloxy-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-[(S)-1-(3-methyl-3-trimethylsilanyloxy-butoxy)-ethyl]-octahydro-indene | 221696-52-2

• 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: (1S,3aS,7aS)-7a-Methyl-4-[2-[(3S,5R)-2-methylene-3,5-bis-trimethylsilanyloxy-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-[(S)-1-(3-methyl-3-trimethylsilanyloxy-butoxy)-ethyl]-octahydro-indene
• 英文别名: [4-[(1S)-1-[(1S,3aS,4E,7aS)-7a-methyl-4-[(2Z)-2-[(3S,5R)-2-methylidene-3,5-bis(trimethylsilyloxy)cyclohexylidene]ethylidene]-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]ethoxy]-2-methylbutan-2-yl]oxy-trimethylsilane
• CAS: 221696-52-2
• 化学式: C₃₅H₆₆O₄Si₃
• 分子量: 635.163
• InChiKey: HTKQJVSYVIXYRC-UTJBIVIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.27
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,3aS,7aS)-7a-Methyl-4-[2-[(3S,5R)-2-methylene-3,5-bis-trimethylsilanyloxy-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-[(S)-1-(3-methyl-3-trimethylsilanyloxy-butoxy)-ethyl]-octahydro-indene 在 碳酸氢钠 、 臭氧 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以72%的产率得到(1S,3aR,4S,7aS)-4-hydroxy-1-[(S)-1-(3-methyl-3-trimethylsilyloxybutyloxy)ethyl]-7a-methyloctahydro-1H-indene
  参考文献：
  名称：

  Synthesis and evaluation of A-Ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D 3 (OCT) 1

  摘要：

  A-ring diastereomers of 1 alpha ,25-dihydroxy-22-oxavitamin D-3 (OCT) (2), 3-epi-1 alpha ,25-dihydroxy-22-oxavitamin D-3 (3-epiOCT) (3) and 1,3-diepi-1 alpha ,25-dihydroxy-22-oxavitamin D-3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1 alpha ,25-dihydroxy-22-oxavitamin D-3 (1-epiOCT) (5) and 1 alpha ,25-dihydroxyvitamin D-3 (1). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00259-5
• 作为产物：
  描述：

  三氟甲磺酸三甲基硅酯 、 马沙骨化醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以75%的产率得到(1S,3aS,7aS)-7a-Methyl-4-[2-[(3S,5R)-2-methylene-3,5-bis-trimethylsilanyloxy-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-1-[(S)-1-(3-methyl-3-trimethylsilanyloxy-butoxy)-ethyl]-octahydro-indene
  参考文献：
  名称：

  Synthesis and evaluation of A-Ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D 3 (OCT) 1

  摘要：

  A-ring diastereomers of 1 alpha ,25-dihydroxy-22-oxavitamin D-3 (OCT) (2), 3-epi-1 alpha ,25-dihydroxy-22-oxavitamin D-3 (3-epiOCT) (3) and 1,3-diepi-1 alpha ,25-dihydroxy-22-oxavitamin D-3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1 alpha ,25-dihydroxy-22-oxavitamin D-3 (1-epiOCT) (5) and 1 alpha ,25-dihydroxyvitamin D-3 (1). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00259-5