Carbonic acid, 1-methylpropyl phenylmethyl ester | 144397-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Carbonic acid, 1-methylpropyl phenylmethyl ester
• 英文别名: S-benzyl-2-butyl carbonate
• CAS: 144397-86-4
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: CEMRAWDVDGQVKE-JTQLQIEISA-N

物化性质

• 沸点：
  278.7±19.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  碳酸,乙烯基1-甲基丙基酯 、 苯甲醇 在 4 A molecular sieve 、 immobilized lipase from Candida antarctica SP 435A 作用下， 以 正己烷 为溶剂， 反应 9.0h， 生成 Carbonic acid, 1-methylpropyl phenylmethyl ester 、 Carbonic acid, 1-methylpropyl phenylmethyl ester
  参考文献：
  名称：

  Kinetic resolution of vinyl carbonates through a lipase-mediated synthesis of their carbonate and carbamate derivatives.

  摘要：

  Lipase from Candida antarctica was used in the synthesis of different chiral carbonates and carbamates through the enzymic resolution of the starting racemic vinyl carbonates. A striking feature was the changeover of the enantioselectivity with regard to the one showed when vinyl carbonates were used in the resolution of alcohols and amines, thus the S enantiomer of the vinyl carbonate was resolved whereas the same enzyme was selective towards R ones when resolving alcohols and amines. In this way, compounds obtained beforehand as R carbonates were now achieved as S ones with better e.e.'s and shorter reaction times.

  DOI：

  10.1016/s0040-4020(01)81561-1

文献信息

• Vinyl carbonates as novel alkoxycarbonylation reagents in enzymatic synthesis of carbonates.
  作者：Marcos Pozo、Rosalino Pulido、Vicente Gotor

  DOI：10.1016/s0040-4020(01)88237-5

  日期：1992.1

  Carbonates could be obtained by enzymatic alkoxycarbonylation from vinyl carbonates, which are easily prepared from vinyl chloroformate. The reaction was catalyzed by Candida antarctica lipases, SP 435 and SP 435 A. The method could be also used for the synthesis of carbamates. When racemic alcohols were used, lipase catalyzed their resolution, and chiral carbonates were obtained with different enantiomeric excesses depending upon the structure of the alcohol.