(S)-1-ethoxycarbonyl-2-cyclohexene-1-isocyanate | 250159-95-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-1-ethoxycarbonyl-2-cyclohexene-1-isocyanate
• 英文别名: ethyl (1S)-1-isocyanatocyclohex-2-ene-1-carboxylate
• CAS: 250159-95-6
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: TUCYMEMWYIWVRD-SNVBAGLBSA-N

物化性质

• 沸点：
  256.1±40.0 °C(predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1-ethoxycarbonyl-2-cyclohexene-1-isocyanate 在 sodium tetrahydroborate 、 臭氧 作用下， 以 苯 为溶剂， 反应 13.5h， 生成 (S)-ethyl 2-benzyloxycarbonylamino-6-hydroxy-2-hydroxymethylhexanoate
  参考文献：
  名称：

  Chemoenzymatic synthesis of an α-substituted serine derivative

  摘要：

  An asymmetric synthesis of an alpha-substituted serine derivative was achieved by employing PLE-catalyzed hydrolysis of a prochiral malonate derivative, and the absolute configuration of the hydrolyzed product was unambiguously determined by the X-ray analysis of a camphorsulfonic acid derivative. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00270-0
• 作为产物：
  描述：

  (R)-1-ethoxycarbonyl-2-cyclohexene-1-carboxylic acid 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 以64%的产率得到(S)-1-ethoxycarbonyl-2-cyclohexene-1-isocyanate
  参考文献：
  名称：

  Chemoenzymatic synthesis of an α-substituted serine derivative

  摘要：

  An asymmetric synthesis of an alpha-substituted serine derivative was achieved by employing PLE-catalyzed hydrolysis of a prochiral malonate derivative, and the absolute configuration of the hydrolyzed product was unambiguously determined by the X-ray analysis of a camphorsulfonic acid derivative. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00270-0

文献信息

• Chemoenzymatic synthesis of an α-substituted serine derivative
  作者：Toshio Honda、Tatsuya Koizumi、Yuki Komatsuzaki、Rie Yamashita、Kazuo Kanai、Hiromasa Nagase

  DOI：10.1016/s0957-4166(99)00270-0

  日期：1999.7

  An asymmetric synthesis of an alpha-substituted serine derivative was achieved by employing PLE-catalyzed hydrolysis of a prochiral malonate derivative, and the absolute configuration of the hydrolyzed product was unambiguously determined by the X-ray analysis of a camphorsulfonic acid derivative. (C) 1999 Elsevier Science Ltd. All rights reserved.