(R)-2-benzyl-[N-(benzyloxycarbonyl)glycyl]-[N'-(tert-butoxycarbonyl)-D-alanyl]-1,3-propanediamine | 254990-90-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2-benzyl-[N-(benzyloxycarbonyl)glycyl]-[N'-(tert-butoxycarbonyl)-D-alanyl]-1,3-propanediamine
• 英文别名: benzyl N-[2-[[(2R)-2-benzyl-3-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propyl]amino]-2-oxoethyl]carbamate
• CAS: 254990-90-4
• 化学式: C₂₈H₃₈N₄O₆
• 分子量: 526.633
• InChiKey: RAFJTWKYIMZYJL-NFBKMPQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (R)-2-benzyl-[N-(benzyloxycarbonyl)glycyl]-[N'-(tert-butoxycarbonyl)-D-alanyl]-1,3-propanediamine 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 ({(R)-2-[((R)-2-Amino-propionylamino)-methyl]-3-phenyl-propylcarbamoyl}-methyl)-carbamic acid benzyl ester; compound with trifluoro-acetic acid
  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：

  (S)-1-acetoxy-2-benzyl-3-(methanesulfonyloxy)propane 在 palladium on activated charcoal N-甲基吗啉 、 sodium hydroxide 、 sodium azide 、 (benzotriazolyl-1-oxy)tripyrrolidinophospho. hexafluorophosp 、 lipase Amano P 、 pH 7 buffer 、 水 、 氢气 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， -30.0~50.0 ℃ 、101.33 kPa 条件下， 反应 34.67h， 生成 (R)-2-benzyl-[N-(benzyloxycarbonyl)glycyl]-[N'-(tert-butoxycarbonyl)-D-alanyl]-1,3-propanediamine
  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

文献信息

• Synthesis of asymmetrized 2-benzyl-1,3-diaminopropane by a chemoenzymatic route: a tool for combinatorially developing peptidomimetics
  作者：Luca Banfi、Giuseppe Guanti、Renata Riva

  DOI：10.1016/s0957-4166(99)00371-7

  日期：1999.9

  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.