(S)-2-octadecyloxirane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: (S)-2-octadecyloxirane
• 英文别名: (2S)-2-octadecyloxirane
• 化学式: C₂₀H₄₀O
• 分子量: 296.537
• InChiKey: BHZBVWCLMYQFQX-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  21
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-甲基苄胺 、 (S)-2-octadecyloxirane 以 叔丁醇 为溶剂， 反应 48.0h， 生成 (S)-1-(Benzyl-methyl-amino)-icosan-2-ol
  参考文献：
  名称：

  A convenient resolution of long-chain alkyl epoxides with Jacobsen's salen(Co)III(OAc) catalysts

  摘要：

  Non-racemic terminal long-chain alkyl epoxides are prepared from racemic epoxides and 1 mol% (R,R)- and (S,S)-salen(Co)III catalysts following a modified procedure for kinetic resolution. The ee's for all epoxides (C-10, C-12, C-14, C-16, C-18, C-20) exceed 95% and the chemical yields range from 85% to 95%. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00175-x
• 作为产物：
  描述：

  1,2-环氧二十烷 生成 (S)-2-octadecyloxirane
  参考文献：
  名称：

  A convenient resolution of long-chain alkyl epoxides with Jacobsen's salen(Co)III(OAc) catalysts

  摘要：

  Non-racemic terminal long-chain alkyl epoxides are prepared from racemic epoxides and 1 mol% (R,R)- and (S,S)-salen(Co)III catalysts following a modified procedure for kinetic resolution. The ee's for all epoxides (C-10, C-12, C-14, C-16, C-18, C-20) exceed 95% and the chemical yields range from 85% to 95%. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00175-x

文献信息

• A convenient resolution of long-chain alkyl epoxides with Jacobsen's salen(Co)III(OAc) catalysts
  作者：Prashant S Savle、Marika J Lamoreaux、John F Berry‡、Richard D Gandour

  DOI：10.1016/s0957-4166(98)00175-x

  日期：1998.6

  Non-racemic terminal long-chain alkyl epoxides are prepared from racemic epoxides and 1 mol% (R,R)- and (S,S)-salen(Co)III catalysts following a modified procedure for kinetic resolution. The ee's for all epoxides (C-10, C-12, C-14, C-16, C-18, C-20) exceed 95% and the chemical yields range from 85% to 95%. (C) 1998 Elsevier Science Ltd. All rights reserved.