(S)-2-({(R)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexanoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester | 808771-80-4

• 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: (S)-2-({(R)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexanoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester
• CAS: 808771-80-4
• 化学式: C₃₉H₄₇ClN₄O₈
• 分子量: 735.277
• InChiKey: ZEQAFMVVFJTTSK-XFCANUNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.48
• 重原子数：
  52.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  152.37
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-({(R)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexanoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester 在 盐酸 、 sodium hydroxide 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 苯甲醚 、 乙腈 为溶剂， 反应 96.0h， 生成 cyclo[Lys(Cbz(2-Cl))(Cbz(2-Cl))-D-Tic-Phe-Lys(Cbz(2-Cl))(Cbz(2-Cl))-D-Tic-Phe]
  参考文献：
  名称：

  Novel antibiotics: second generation macrocyclic peptides designed to trap Holliday junctions

  摘要：

  Described are the syntheses of 15 macrocyclic peptides designed to trap Holliday junctions (HJs) in bacteria during site-specific and homologous recombination. This leads to inhibiting bacterial growth. These second generation macrocycles were based on the C-2 symmetrical HJ. They were synthesized using a strategy that permits elucidation of the amino acid role in binding HJs. The syntheses of these macrocycles are an important step in the development of a new class of antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.084
• 作为产物：
  描述：

  L-苯丙氨酸甲酯 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯甲醚 为溶剂， 生成 (S)-2-({(R)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexanoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Novel antibiotics: second generation macrocyclic peptides designed to trap Holliday junctions

  摘要：

  Described are the syntheses of 15 macrocyclic peptides designed to trap Holliday junctions (HJs) in bacteria during site-specific and homologous recombination. This leads to inhibiting bacterial growth. These second generation macrocycles were based on the C-2 symmetrical HJ. They were synthesized using a strategy that permits elucidation of the amino acid role in binding HJs. The syntheses of these macrocycles are an important step in the development of a new class of antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.084