(E,2S)-1-[tert-butyl(diphenyl)silyl]oxypent-3-en-2-ol | 182210-42-0

• 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,2S)-1-[tert-butyl(diphenyl)silyl]oxypent-3-en-2-ol
• CAS: 182210-42-0
• 化学式: C₂₁H₂₈O₂Si
• 分子量: 340.538
• InChiKey: GNMDRZGNPFWOJN-VRQAPCGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,2S)-1-[tert-butyl(diphenyl)silyl]oxypent-3-en-2-ol 在 四丁基氯化铵 、 丙酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 (E)-(R)-6-Hydroxy-3-methyl-hex-4-enoic acid methyl ester
  参考文献：
  名称：

  Synthesis of 3-Alkyl-6-bromo-4,5-E-hexenoate

  摘要：

  Two complementary routes for the preparation of 3-alkyl-6-bromo-4,5-E-hexenoate are reported.

  DOI：

  10.1080/00397919608003748
• 作为产物：
  描述：

  methyl (+)-(2S,3E)-2-hydroxypent-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,2S)-1-[tert-butyl(diphenyl)silyl]oxypent-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

文献信息

• Asymmetric epoxidation of chiral allylic alcohols
  作者：Erwin G.J.C. Warmerdam、Adrianus M.C.H. van den Nieuwendijk、Johannes Brussee、Chris G. Kruse、Arne van der Gen

  DOI：10.1016/0957-4166(96)00327-8

  日期：1996.9

  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
• Synthesis of 3-Alkyl-6-bromo-4,5-<i>E</i>-hexenoate
  作者：Mark W. Embrey、Thorsten E. Fisher、John S. Wai

  DOI：10.1080/00397919608003748

  日期：1996.9

  Two complementary routes for the preparation of 3-alkyl-6-bromo-4,5-E-hexenoate are reported.