(S)-2-[2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-acetylamino]-4-bromo-butyric acid methyl ester | 205524-60-3

• 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-[2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-acetylamino]-4-bromo-butyric acid methyl ester
• CAS: 205524-60-3
• 化学式: C₂₆H₃₉BrN₄O₈
• 分子量: 615.522
• InChiKey: KQSNEZLZQMLBTJ-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  39.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  161.16
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-acetylamino]-4-bromo-butyric acid methyl ester 在 palladium on activated charcoal potassium carbonate 、 环己烯 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (5S,13S)-13-tert-Butoxycarbonylamino-3,14-dioxo-1,4,8-triaza-cyclotetradecane-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Nucleophilic substitution of protected 2-amino-4-butanoic acid. An easy route to exotic amino acids and conformationally constrained peptides

  摘要：

  The synthesis of a series of novel alpha-amino acids based on the nucleophilic substitution of protected 2-amino-4-bromobutanoic acid (1) is described. Basic, acidic or neutral amino acids can be obtained; chimerical amino acids carrying a coenzyme type structure in the side chain, multifunctional amino acids for the synthesis of cross-linked peptides or dendrimers and conformationally constrained peptides can also be obtained. (C) 1998 Elsevier Science Ltd. ALI rights reserved.

  DOI：

  10.1016/s0040-4039(98)00628-5
• 作为产物：
  描述：

  N-Boc-N'-Cbz-L-赖氨酸 、 (S)-2-(2-Amino-acetylamino)-4-bromo-butyric acid methyl ester; compound with trifluoro-acetic acid 在 氰基磷酸二乙酯 、 N,N-二异丙基乙胺 作用下， 生成 (S)-2-[2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-acetylamino]-4-bromo-butyric acid methyl ester
  参考文献：
  名称：

  Nucleophilic substitution of protected 2-amino-4-butanoic acid. An easy route to exotic amino acids and conformationally constrained peptides

  摘要：

  The synthesis of a series of novel alpha-amino acids based on the nucleophilic substitution of protected 2-amino-4-bromobutanoic acid (1) is described. Basic, acidic or neutral amino acids can be obtained; chimerical amino acids carrying a coenzyme type structure in the side chain, multifunctional amino acids for the synthesis of cross-linked peptides or dendrimers and conformationally constrained peptides can also be obtained. (C) 1998 Elsevier Science Ltd. ALI rights reserved.

  DOI：

  10.1016/s0040-4039(98)00628-5