N,N-Diethyl-4-hydroxy-3-hydroxymethyl-butyramide | 339155-80-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-Diethyl-4-hydroxy-3-hydroxymethyl-butyramide
• 英文别名: N,N-diethyl-4-hydroxy-3-(hydroxymethyl)butanamide
• CAS: 339155-80-5
• 化学式: C₉H₁₉NO₃
• 分子量: 189.255
• InChiKey: KWERETJTYIALTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 N,N-Diethyl-4-hydroxy-3-hydroxymethyl-butyramide 在 吡啶 作用下， 反应 0.25h， 以94%的产率得到Acetic acid 2-acetoxymethyl-3-diethylcarbamoyl-propyl ester
  参考文献：
  名称：

  Reverse enantioselectivity in the lipase-catalyzed desymmetrization of prochiral 2-carbamoylmethyl-1,3-propanediol derivatives

  摘要：

  Enantioselective acetylation of 2-carbamoylmethyl-1,3-propanediol derivatives was catalyzed effectively by lipase PS to give monoacetates with high enantioselectivity: The enantioselectivity depended on the 2-carbamoylmethyl groups. The reaction of N-monoalkylcarbamoylmethyl-1,3-propanediol afforded the monoacetate with the (S)-configuration, whereas N,N-dialkylcarbamoylmethyl-1,3-propanediol gave the monoacetate with the (R)-configuration. (C) 2001 Elsevier Science Ltd; All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00473-0
• 作为产物：
  描述：

  3-羟基甲基-4-丁内酯 、 二乙胺 反应 20.0h， 生成 N,N-Diethyl-4-hydroxy-3-hydroxymethyl-butyramide
  参考文献：
  名称：

  Reverse enantioselectivity in the lipase-catalyzed desymmetrization of prochiral 2-carbamoylmethyl-1,3-propanediol derivatives

  摘要：

  Enantioselective acetylation of 2-carbamoylmethyl-1,3-propanediol derivatives was catalyzed effectively by lipase PS to give monoacetates with high enantioselectivity: The enantioselectivity depended on the 2-carbamoylmethyl groups. The reaction of N-monoalkylcarbamoylmethyl-1,3-propanediol afforded the monoacetate with the (S)-configuration, whereas N,N-dialkylcarbamoylmethyl-1,3-propanediol gave the monoacetate with the (R)-configuration. (C) 2001 Elsevier Science Ltd; All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00473-0