(S)-1-[(3R,3aR,5aS,6R,7R,9aS,9bS)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-allyl]-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-6-yl]-3-isopropenyl-4-methyl-pent-3-en-2-ol | 163079-82-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (S)-1-[(3R,3aR,5aS,6R,7R,9aS,9bS)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-allyl]-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-6-yl]-3-isopropenyl-4-methyl-pent-3-en-2-ol
• CAS: 163079-82-1
• 化学式: C₄₁H₇₄O₂Si
• 分子量: 627.123
• InChiKey: QLRYSDYZULHLOB-FQOVBHMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.16
• 重原子数：
  44.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-1-[(3R,3aR,5aS,6R,7R,9aS,9bS)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-allyl]-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-6-yl]-3-isopropenyl-4-methyl-pent-3-en-2-ol 在 四丁基氟化铵 、 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 15.0h， 生成 (1R,3R,6S,7S,10R,11R,14S,15R,17S)-11,15,19,22,22-pentamethyl-10-[(2R)-6-methylheptan-2-yl]-17-phenylmethoxypentacyclo[16.3.1.03,15.06,14.07,11]docos-18-en-2-one
  参考文献：
  名称：

  The first successful intramolecular diels-alder reaction leading to a baccatin III construct bearing oxygen functionality at C10

  摘要：

  Application of the IMDA reaction creates a steroidal-C-1-deoxybaccatin III hybrid.

  DOI：

  10.1016/0040-4039(94)00021-p
• 作为产物：
  描述：

  1,1,3-trimethylbutadienyl-2-ceriumdichloride 、 [(3R,3aR,5aS,6R,7R,9aS,9bS)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-allyl]-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-6-yl]-acetaldehyde 以 乙醚 为溶剂， 反应 0.17h， 生成 (S)-1-[(3R,3aR,5aS,6R,7R,9aS,9bS)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-allyl]-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-6-yl]-3-isopropenyl-4-methyl-pent-3-en-2-ol 、 (R)-1-[(3R,3aR,5aS,6R,7R,9aS,9bS)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-allyl]-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-6-yl]-3-isopropenyl-4-methyl-pent-3-en-2-ol
  参考文献：
  名称：

  On the importance of the stereochemistry at C10 in governing the feasibility of the intramolecular Diels-Alder route to baccatin III constructs: Surprising results in the 10R-9-deoxy series

  摘要：

  Upon surveying many experimental conditions in the title series, no simple type II IMDA reaction (leading to 15) was observed. A variety of alternative reactions are described.

  DOI：

  10.1016/0040-4039(94)00020-y