(E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pent-3-en-2-ol | 183322-96-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pent-3-en-2-ol
• CAS: 183322-96-5
• 化学式: C₂₂H₃₀O₂Si
• 分子量: 354.565
• InChiKey: SLHMNPCZJPVFEC-POCMVBEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  (E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pent-3-en-2-ol 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 (-)-D-dimethyl tartrate 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R)-2,3-dimethyl-oxiranyl)-ethanol
  参考文献：
  名称：

  Asymmetric epoxidation of chiral allylic alcohols

  摘要：

  Two series of chiral allylic alcohols, derived from alpha,beta-unsaturated cyanohydrins, were subjected to asymmetric epoxidation under a variety of conditions. Both achiral (organic peracid, metal-catalyzed peroxide) and chiral (Sharpless titanium-tartrate system) oxidants were applied. Several three and all theoretically possible erythro epoxides were isolated in enantiomerically and diastereomerically pure form. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00327-8
• 作为产物：
  描述：

  methyl (+)-(2S,3E)-2-hydroxy-3-methylpent-3-enoate 在 咪唑 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 19.17h， 生成 (E)-(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-pent-3-en-2-ol
  参考文献：
  名称：

  Asymmetric epoxidation of chiral allylic alcohols

  摘要：

  Two series of chiral allylic alcohols, derived from alpha,beta-unsaturated cyanohydrins, were subjected to asymmetric epoxidation under a variety of conditions. Both achiral (organic peracid, metal-catalyzed peroxide) and chiral (Sharpless titanium-tartrate system) oxidants were applied. Several three and all theoretically possible erythro epoxides were isolated in enantiomerically and diastereomerically pure form. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00327-8