4-acetoxy-(R)-2-methyl-1-butanol | 887705-46-6

• 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: 4-acetoxy-(R)-2-methyl-1-butanol
• 英文别名: [(3R)-4-hydroxy-3-methylbutyl] acetate
• CAS: 887705-46-6
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: LTJZCGRKLVKGSU-ZCFIWIBFSA-N

物化性质

• 沸点：
  208.5±23.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-acetoxy-(R)-2-methyl-1-butanol 在 甲醇 、 potassium carbonate 作用下， 反应 1.0h， 以84%的产率得到(R)-2-甲基-1,4-丁二醇
  参考文献：
  名称：

  Chemo-biological preparation of the chiral building block (R)-4-acetoxy-2-methyl-1-butanol using Pseudomonas putida

  摘要：

  In order to develop new methyl substituted chiral building blocks which are useful for the synthesis of methyl branched natural products, the enantioselective bioreduction of an exo-methylene to a methyl group was investigated. 4-Acetoxy-2-methylene-1-butanol 3 was prepared from itaconic acid over four steps and converted to the chiral alcohol (R)-4-acetoxy-2-methyl-1-butanol 4, by growing cells of Pseudomonas putida. The bioconversion achieved a high enantioselectivity (92% ee) and a high chemical yield (65%) within a relatively short reaction time (18-20 h). Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.09.019
• 作为产物：
  描述：

  二(异丙基)衣康酸酯 在 吡啶 、 aluminium hydride 、 Pseudomonas sp. lipase 、 水 、 sodium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 反应 5.08h， 生成 4-acetoxy-(R)-2-methyl-1-butanol
  参考文献：
  名称：

  Chemo-biological preparation of the chiral building block (R)-4-acetoxy-2-methyl-1-butanol using Pseudomonas putida

  摘要：

  In order to develop new methyl substituted chiral building blocks which are useful for the synthesis of methyl branched natural products, the enantioselective bioreduction of an exo-methylene to a methyl group was investigated. 4-Acetoxy-2-methylene-1-butanol 3 was prepared from itaconic acid over four steps and converted to the chiral alcohol (R)-4-acetoxy-2-methyl-1-butanol 4, by growing cells of Pseudomonas putida. The bioconversion achieved a high enantioselectivity (92% ee) and a high chemical yield (65%) within a relatively short reaction time (18-20 h). Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.09.019