(2S)-2-benzyl-2-methylmalonamic acid ethyl ester | 606148-94-1

• 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: (2S)-2-benzyl-2-methylmalonamic acid ethyl ester
• 英文别名: ethyl (2S)-3-amino-2-benzyl-2-methyl-3-oxopropanoate
• CAS: 606148-94-1
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: SSNDAPTVMBVCOR-ZDUSSCGKSA-N

物化性质

• 沸点：
  402.0±38.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-2-benzyl-2-methylmalonamic acid ethyl ester 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 mercury(II) diacetate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 ethyl (R)-2-amino-2-methyl-3-phenylpropanoate
  参考文献：
  名称：

  Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497

  摘要：

  A new application of nitrile-converting enzymes in the synthesis of optically active alpha,alpha-disubstituted-alpha-cyanoacetamides from alpha,alpha-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral alpha,alpha-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00456-7
• 作为产物：
  描述：

  2-苄基丙二腈 在 Rhodococcus sp. CGMCC 0497 、 硫酸 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 27.0h， 生成 (2S)-2-benzyl-2-methylmalonamic acid ethyl ester
  参考文献：
  名称：

  Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497

  摘要：

  A new application of nitrile-converting enzymes in the synthesis of optically active alpha,alpha-disubstituted-alpha-cyanoacetamides from alpha,alpha-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral alpha,alpha-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00456-7

文献信息

• Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497
  作者：Zhong-Liu Wu、Zu-Yi Li

  DOI：10.1016/s0957-4166(03)00456-7

  日期：2003.8

  A new application of nitrile-converting enzymes in the synthesis of optically active alpha,alpha-disubstituted-alpha-cyanoacetamides from alpha,alpha-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral alpha,alpha-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods. (C) 2003 Elsevier Ltd. All rights reserved.