(S)-2-((2S,3S)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | 293742-97-9

• 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: (S)-2-((2S,3S)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2S)-2-[[(2S,3S)-2,3-diphenyl-1-(propan-2-ylcarbamoyl)cyclopropyl]carbamoyl]pyrrolidine-1-carboxylate
• CAS: 293742-97-9
• 化学式: C₂₉H₃₇N₃O₄
• 分子量: 491.63
• InChiKey: YPXSXQQWKWPHHB-RBZQAINGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-((2S,3S)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-Pyrrolidine-2-carboxylic acid ((2S,3S)-1-isopropylcarbamoyl-2,3-diphenyl-cyclopropyl)-amide
  参考文献：
  名称：

  A γ-turn induced by a highly constrained cyclopropane analogue of phenylalanine (c3diPhe) in the solid state

  摘要：

  In order to evaluate the possible influence of the side chain orientation on the backbone conformation we have synthesized the model dipeptides (BuCO)-Bu-t-L-Pro-c(3)diPhe-(NHPr)-Pr-i, where c(3)diPhe represents (2S,3S)- and (2R,3R)-1-amino-2,3-diphenylcyclopropanecarboxylic acid, two cyclopropane analogues of phenylalanine. In the solid state, the (2S,3S)c(3)diPhe-containing compound adopts a classical beta II-turn disposition. In contrast, the dipeptide incorporating the (2R,3R) enantiomer exhibits an open beta II-turn structure that lacks the usual i+3 to i hydrogen bond, together with a gamma-turn centred at the c3diPhe residue. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00841-8
• 作为产物：
  描述：

  BOC-L-脯氨酸 、 (2RS,3RS)-1-amino-2,3-diphenylcyclopropanecarboxylic acid 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-((2S,3S)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 、 (S)-2-((2R,3R)-1-Isopropylcarbamoyl-2,3-diphenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  A γ-turn induced by a highly constrained cyclopropane analogue of phenylalanine (c3diPhe) in the solid state

  摘要：

  In order to evaluate the possible influence of the side chain orientation on the backbone conformation we have synthesized the model dipeptides (BuCO)-Bu-t-L-Pro-c(3)diPhe-(NHPr)-Pr-i, where c(3)diPhe represents (2S,3S)- and (2R,3R)-1-amino-2,3-diphenylcyclopropanecarboxylic acid, two cyclopropane analogues of phenylalanine. In the solid state, the (2S,3S)c(3)diPhe-containing compound adopts a classical beta II-turn disposition. In contrast, the dipeptide incorporating the (2R,3R) enantiomer exhibits an open beta II-turn structure that lacks the usual i+3 to i hydrogen bond, together with a gamma-turn centred at the c3diPhe residue. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00841-8