benzyl (2R)-1-cyano-3-methylpentan-2-ylcarbamate | 1200696-02-1

• 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: benzyl (2R)-1-cyano-3-methylpentan-2-ylcarbamate
• CAS: 1200696-02-1
• 化学式: C₁₅H₂₀N₂O₂
• 分子量: 260.336
• InChiKey: VMJDTZAYZXKJOP-GXTWGEPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  62.12
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  benzyl (2R)-1-cyano-3-methylpentan-2-ylcarbamate 在 NIT-107 nitrilase 、 水 作用下， 以 甲醇 为溶剂， 以5.2%的产率得到(3R,4S)-4-methyl-3-({[(phenylmethyl)oxy]carbonyl}amino)hexanoic acid
  参考文献：
  名称：

  Synthesis of novel N-protected β3-amino nitriles: study of their hydrolysis involving a nitrilase-catalyzed step

  摘要：

  Several commercially available nitrilases were investigated with regard to their potential to hydrolyze N-protected beta(3)-amino nitriles into their corresponding N-protected beta(3)-amino acids.The biotransformations were obtained in different proportions depending oil the nitrilase involved The best hydrolysis results were achieved for the N-Cbz-beta(3)-amino nitrile from i-alanine using the NIT-107, in a phosphate buffer at 0 05 M However, no biotransformation into the corresponding acids was observed for the N-sulfonylamide beta(3)-amino nitriles. Two simple and efficient procedures to prepare the beta(3)-amino nitriles from their analogous alpha-amino acids are described Thirty four new substances were synthesized and characterized over the course of this work. (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.07.045
• 作为产物：
  描述：

  sodium cyanide 、 benzyl (S)-2-((S)-sec-butyl)aziridine-1-carboxylate 以 水 、 乙腈 为溶剂， 反应 16.0h， 生成 benzyl (2R)-1-cyano-3-methylpentan-2-ylcarbamate
  参考文献：
  名称：

  Synthesis of novel N-protected β3-amino nitriles: study of their hydrolysis involving a nitrilase-catalyzed step

  摘要：

  Several commercially available nitrilases were investigated with regard to their potential to hydrolyze N-protected beta(3)-amino nitriles into their corresponding N-protected beta(3)-amino acids.The biotransformations were obtained in different proportions depending oil the nitrilase involved The best hydrolysis results were achieved for the N-Cbz-beta(3)-amino nitrile from i-alanine using the NIT-107, in a phosphate buffer at 0 05 M However, no biotransformation into the corresponding acids was observed for the N-sulfonylamide beta(3)-amino nitriles. Two simple and efficient procedures to prepare the beta(3)-amino nitriles from their analogous alpha-amino acids are described Thirty four new substances were synthesized and characterized over the course of this work. (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.07.045