Imidazole-1-carbothioic acid O-((1R,2S)-2-phenylethynyl-cyclohexyl) ester | 612040-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Imidazole-1-carbothioic acid O-((1R,2S)-2-phenylethynyl-cyclohexyl) ester
• 英文别名: O-[(1R,2S)-2-(2-phenylethynyl)cyclohexyl] imidazole-1-carbothioate
• CAS: 612040-74-1
• 化学式: C₁₈H₁₈N₂OS
• 分子量: 310.42
• InChiKey: VMYIMQCGHKLRKK-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Imidazole-1-carbothioic acid O-((1R,2S)-2-phenylethynyl-cyclohexyl) ester 在 三乙基硼 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 以78%的产率得到trans-hexahydro-3-benzylidene-2(3H)-benzofuranone
  参考文献：
  名称：

  Conformational effects on lipase-mediated acylations of 2-substituted cyclohexanols

  摘要：

  Lipase-mediated acetylations of trans- and cis-2-substituted cyclohexanols gave the corresponding (1R)-cyclohexyl acetates and (IS)-cyclohexanols in high yields and ee, but c-4-tert-butyl-c-2-ethenyl-r-l-cyclohexanoI was unreactive owing to the steric interaction between the axial OH group and the axial H atoms at the 3- and 5-positions. In the cis-isomer the OH group occupies an equatorial position to bind to the lipase, and less bulky axial alkenyl and alkynyl groups might not so much prevent acetylations than an alkyl group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01514-4
• 作为产物：
  描述：

  Acetic acid (1R,2S)-2-phenylethynyl-cyclohexyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 Imidazole-1-carbothioic acid O-((1R,2S)-2-phenylethynyl-cyclohexyl) ester
  参考文献：
  名称：

  Conformational effects on lipase-mediated acylations of 2-substituted cyclohexanols

  摘要：

  Lipase-mediated acetylations of trans- and cis-2-substituted cyclohexanols gave the corresponding (1R)-cyclohexyl acetates and (IS)-cyclohexanols in high yields and ee, but c-4-tert-butyl-c-2-ethenyl-r-l-cyclohexanoI was unreactive owing to the steric interaction between the axial OH group and the axial H atoms at the 3- and 5-positions. In the cis-isomer the OH group occupies an equatorial position to bind to the lipase, and less bulky axial alkenyl and alkynyl groups might not so much prevent acetylations than an alkyl group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01514-4

文献信息

• ANGOH, A. G.;CLIVE, D. L. J., J. CHEM. SOC. CHEM. COMMUN., 1985, N 14, 980-982
  作者：ANGOH, A. G.、CLIVE, D. L. J.

  DOI：——

  日期：——