2-Methyl-malonic acid benzyl ester methyl ester | 138434-88-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Methyl-malonic acid benzyl ester methyl ester
• 英文别名: 3-O-benzyl 1-O-methyl 2-methylpropanedioate
• CAS: 138434-88-5
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: SYBBGKFPFNQZOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Methyl-malonic acid benzyl ester methyl ester 在 palladium(II) oxide 氢气 作用下， 以 乙酸甲酯 为溶剂， 生成 3-甲氧基-2-甲基-3-氧代丙酸
  参考文献：
  名称：

  Enzyme-catalyzed formation of chiral monosubstituted mixed diesters and half esters of malonic acid in organic solvents

  摘要：

  Enzymes in organic solvents were used to develop a strategy for the formation of heretofore unknown chiral monosubstituted malonate diesters and half esters. This enzymatic approach is not feasible in aqueous solutions because the activated malonic hydrogen invariably undergoes fast exchange accompanied by racemization.

  DOI：

  10.1021/jo00030a004
• 作为产物：
  描述：

  甲基丙二酸二甲酯 、 苯甲醇 以 正己烷 为溶剂， 反应 3.5h， 生成 2-Methyl-malonic acid benzyl ester methyl ester 、 2-Methyl-malonic acid benzyl ester methyl ester
  参考文献：
  名称：

  Enzyme-catalyzed formation of chiral monosubstituted mixed diesters and half esters of malonic acid in organic solvents

  摘要：

  Enzymes in organic solvents were used to develop a strategy for the formation of heretofore unknown chiral monosubstituted malonate diesters and half esters. This enzymatic approach is not feasible in aqueous solutions because the activated malonic hydrogen invariably undergoes fast exchange accompanied by racemization.

  DOI：

  10.1021/jo00030a004

文献信息

• Synthesis of Hydroxamic Esters via Alkoxyaminocarbonylation of β-Dicarbonyl Compounds
  作者：Stephen Hanessian、Shawn Johnstone

  DOI：10.1021/jo990353k

  日期：1999.8.1

  N-t-Butoxycarbonyl-O-sulfonyl-substitute hydroxylamines react with soft enolates to yield O-t-butoxycarbonylamino derivatives rather than the expected Boc-protected amino acids. The reaction is limited to enolates of beta-dicarbonyl compounds. Decarboxylation of the resultant tricarbonyl compound affords malonyl alpha-alkyl O-t-butoxycarbonylamino derivatives.
• US6613934B1
  申请人：——

  公开号：US6613934B1

  公开（公告）日：2003-09-02
• Enzyme-catalyzed formation of chiral monosubstituted mixed diesters and half esters of malonic acid in organic solvents
  作者：Arie L. Gutman、Michal Shapira、Aviv Boltanski

  DOI：10.1021/jo00030a004

  日期：1992.2

  Enzymes in organic solvents were used to develop a strategy for the formation of heretofore unknown chiral monosubstituted malonate diesters and half esters. This enzymatic approach is not feasible in aqueous solutions because the activated malonic hydrogen invariably undergoes fast exchange accompanied by racemization.