(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-cyclohex-1-enyl-ethanol | 183322-97-6

• 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: (S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-cyclohex-1-enyl-ethanol
• CAS: 183322-97-6
• 化学式: C₂₄H₃₂O₂Si
• 分子量: 380.602
• InChiKey: ICSGQDWAAWSDNX-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 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)-2-(tert-Butyl-diphenyl-silanyloxy)-1-cyclohex-1-enyl-ethanol 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 4 A molecular sieve 、 dimethyl L(+)-tartarate 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(1R,6R)-7-oxa-bicyclo[4.1.0]hept-1-yl-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 (+)-(αS)-α-hydroxycyclohex-1-eneacetate 在 咪唑 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 19.17h， 生成 (S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-cyclohex-1-enyl-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