Methanesulfonic acid (R)-2-(benzyloxycarbonylamino-methyl)-3-phenyl-propyl ester | 254990-82-4

• 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: Methanesulfonic acid (R)-2-(benzyloxycarbonylamino-methyl)-3-phenyl-propyl ester
• 英文别名: [(2R)-2-benzyl-3-(phenylmethoxycarbonylamino)propyl] methanesulfonate
• CAS: 254990-82-4
• 化学式: C₁₉H₂₃NO₅S
• 分子量: 377.461
• InChiKey: BQMQTMNCXJAWSO-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.7
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (R)-2-(benzyloxycarbonylamino-methyl)-3-phenyl-propyl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到(R)-3-azido-2-benzyl-[N-(benzyloxycarbonyl)]propanamine
  参考文献：
  名称：

  Synthesis of asymmetrized 2-benzyl-1,3-diaminopropane by a chemoenzymatic route: a tool for combinatorially developing peptidomimetics

  摘要：

  Both enantiomers of monoacetamide 5, together with 'dipeptides' 30a,b and monocarbamates 24, (R)-43 and (S)-43, all derived from 2-benzyl-1,3-diaminopropane 4, were synthesized by a chemoenzymatic route starting from the known monoacetate 12. The behaviour of 4 and of the bis(acylated) derivatives 8-11 with respect to hydrolytic enzymes is also presented, together with an extensive study on the configurational stability of monoacylated derivatives of 4. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00371-7
• 作为产物：
  描述：

  2-苄基丙烷-1,3-二醇 在 sodium hydroxide 、 sodium azide 、 3 A molecular sieve 、 lipase Amano P 、 lipase Amono P supported on Celite 、 pH 7 buffer 、 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.37h， 生成 Methanesulfonic acid (R)-2-(benzyloxycarbonylamino-methyl)-3-phenyl-propyl ester
  参考文献：
  名称：

  Synthesis of asymmetrized 2-benzyl-1,3-diaminopropane by a chemoenzymatic route: a tool for combinatorially developing peptidomimetics

  摘要：

  Both enantiomers of monoacetamide 5, together with 'dipeptides' 30a,b and monocarbamates 24, (R)-43 and (S)-43, all derived from 2-benzyl-1,3-diaminopropane 4, were synthesized by a chemoenzymatic route starting from the known monoacetate 12. The behaviour of 4 and of the bis(acylated) derivatives 8-11 with respect to hydrolytic enzymes is also presented, together with an extensive study on the configurational stability of monoacylated derivatives of 4. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00371-7