Acetic acid 2-acetoxymethyl-3-ethylcarbamoyl-propyl ester | 339155-74-7

• 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: Acetic acid 2-acetoxymethyl-3-ethylcarbamoyl-propyl ester
• 英文别名: [2-(Acetyloxymethyl)-4-(ethylamino)-4-oxobutyl] acetate
• CAS: 339155-74-7
• 化学式: C₁₁H₁₉NO₅
• 分子量: 245.276
• InChiKey: KXZVDQQCHANBND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Acetic acid 2-acetoxymethyl-3-ethylcarbamoyl-propyl ester 在 乙醇 、 Pseudomonas cepacia lipase PS 作用下， 反应 55.0h， 生成 Acetic acid (R)-3-ethylcarbamoyl-2-hydroxymethyl-propyl ester 、 Acetic acid (S)-3-ethylcarbamoyl-2-hydroxymethyl-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 在 Pseudomonas cepacia lipase PS 作用下， 反应 23.0h， 生成 Acetic acid 2-acetoxymethyl-3-ethylcarbamoyl-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