(2S)-2-甲基-4-亚甲基-5-氧代四氢-2-呋喃羧酸 | 314264-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: (2S)-2-甲基-4-亚甲基-5-氧代四氢-2-呋喃羧酸
• 中文别名: 4-氯-α-(2-氯乙基)-&amp#x3B2,&amp#x3B2-二甲氧基苯乙基醇
• 英文名称: (+)-2-methyl-4-methylene-tetrahydro-5-oxo-2-furancarboxylic acid
• 英文别名: (2S)-2-methyl-4-methylidene-5-oxooxolane-2-carboxylic acid
• CAS: 314264-83-0
• 化学式: C₇H₈O₄
• 分子量: 156.138
• InChiKey: CCYCZTOPUPSVCK-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-甲基-4-亚甲基-5-氧代四氢-2-呋喃羧酸 在 sodium tetrahydroborate 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 (3R,5S)-5-Hydroxymethyl-3,5-dimethyl-dihydro-furan-2-one
  参考文献：
  名称：

  Enzymic resolution of an α-methylene-γ-lactonic ester

  摘要：

  The possibility of using enzymes for the kinetic resolution of an alpha-methylene-gamma-lactone was explored. The probe molecule, ethyl 2-methyl-4-methylene-tetrahydro-5-oxo-2-furancarboxylate was successfully resolved with Porcine pancreatic lipase and Candida rugosa lipase, in the presence of a cosolvent, leading to both enantiomers of the corresponding acid with high enantiomeric excesses. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00309-8
• 作为产物：
  描述：

  ethyl 2-methyl-4-methylidene-5-oxo-tetrahydrofuran-2-carboxylate 在 phosphate buffer 、 porcine pancreatic lipase 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 (2S)-2-甲基-4-亚甲基-5-氧代四氢-2-呋喃羧酸
  参考文献：
  名称：

  Enzymic resolution of an α-methylene-γ-lactonic ester

  摘要：

  The possibility of using enzymes for the kinetic resolution of an alpha-methylene-gamma-lactone was explored. The probe molecule, ethyl 2-methyl-4-methylene-tetrahydro-5-oxo-2-furancarboxylate was successfully resolved with Porcine pancreatic lipase and Candida rugosa lipase, in the presence of a cosolvent, leading to both enantiomers of the corresponding acid with high enantiomeric excesses. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00309-8

文献信息

• Enzymic resolution of an α-methylene-γ-lactonic ester
  作者：Giuliana Pitacco、Andrea Sessanta o Santi、Ennio Valentin

  DOI：10.1016/s0957-4166(00)00309-8

  日期：2000.8

  The possibility of using enzymes for the kinetic resolution of an alpha-methylene-gamma-lactone was explored. The probe molecule, ethyl 2-methyl-4-methylene-tetrahydro-5-oxo-2-furancarboxylate was successfully resolved with Porcine pancreatic lipase and Candida rugosa lipase, in the presence of a cosolvent, leading to both enantiomers of the corresponding acid with high enantiomeric excesses. (C) 2000 Elsevier Science Ltd. All rights reserved.