Acetic acid 1-(1,1-difluoro-2-oxo-2-pyrrolidin-1-yl-ethyl)-prop-2-ynyl ester | 865763-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: Acetic acid 1-(1,1-difluoro-2-oxo-2-pyrrolidin-1-yl-ethyl)-prop-2-ynyl ester
• 英文别名: (4,4-difluoro-5-oxo-5-pyrrolidin-1-ylpent-1-yn-3-yl) acetate
• CAS: 865763-28-6
• 化学式: C₁₁H₁₃F₂NO₃
• 分子量: 245.226
• InChiKey: JNLUXBHEZAYDGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Acetic acid 1-(1,1-difluoro-2-oxo-2-pyrrolidin-1-yl-ethyl)-prop-2-ynyl ester 在 Pseudomonas cepacia lipase 作用下， 以 phosphate buffer 为溶剂， 反应 18.0h， 生成 (R)-N-(2,2-difluoro-3-hydroxy-4-pentynoyl)pyrrolidine 、 (S)-N-(2,2-difluoro-3-hydroxy-4-pentynoyl)pyrrolidine
  参考文献：
  名称：

  Synthesis of stereocontrolled α,α-difluoro-β-hydroxycarbonyl materials

  摘要：

  Synthesis and synthetic utilities of stereocontrolled alpha, alpha-di fluoro-beta-hydroxy-gamma,delta-unsaturated carbonyl compounds via enzymatic resolution with lipase PS (Pseudomonas cepacia, Amano Pharmaceutical Co. Ltd.) or lipase MY (Candida rugosa, Meito Sangyo Co. Ltd.) were described, and then the absolute configuration of obtained chiral materials was determined by the modified Mosher's method. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.09.026
• 作为产物：
  描述：

  2,2-Difluoro-3-hydroxy-pent-4-ynoic acid ethyl ester 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 Acetic acid 1-(1,1-difluoro-2-oxo-2-pyrrolidin-1-yl-ethyl)-prop-2-ynyl ester
  参考文献：
  名称：

  Synthesis of stereocontrolled α,α-difluoro-β-hydroxycarbonyl materials

  摘要：

  Synthesis and synthetic utilities of stereocontrolled alpha, alpha-di fluoro-beta-hydroxy-gamma,delta-unsaturated carbonyl compounds via enzymatic resolution with lipase PS (Pseudomonas cepacia, Amano Pharmaceutical Co. Ltd.) or lipase MY (Candida rugosa, Meito Sangyo Co. Ltd.) were described, and then the absolute configuration of obtained chiral materials was determined by the modified Mosher's method. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.09.026