(R)-benzyl 1-cyano-3-methylbutan-2-yl carbamate | 1200695-99-3

• 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: (R)-benzyl 1-cyano-3-methylbutan-2-yl carbamate
• 英文别名: benzyl N-[(2R)-1-cyano-3-methylbutan-2-yl]carbamate
• CAS: 1200695-99-3
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: YDUHGKASWBCOSI-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-benzyl 1-cyano-3-methylbutan-2-yl carbamate 在 NIT-107 nitrilase 、 水 作用下， 反应 18.0h， 以43%的产率得到CBZ-L-Β-亮氨酸
  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 、 (S)-2-(benzyloxycarbonylamino)-3-methylbutyl methanesulfonate 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (R)-benzyl 1-cyano-3-methylbutan-2-yl carbamate
  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