(S)-2-[(S)-2-((S)-2-Amino-3-phenyl-thiopropionylamino)-3-methyl-butyrylamino]-3-methyl-butyric acid methyl ester | 206124-01-8

• 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-[(S)-2-((S)-2-Amino-3-phenyl-thiopropionylamino)-3-methyl-butyrylamino]-3-methyl-butyric acid methyl ester
• CAS: 206124-01-8
• 化学式: C₂₀H₃₁N₃O₃S
• 分子量: 393.55
• InChiKey: LLBDDJNIPHQTTF-ULQDDVLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  93.45
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Boc-Ala-Ala-Phe-OH 、 (S)-2-[(S)-2-((S)-2-Amino-3-phenyl-thiopropionylamino)-3-methyl-butyrylamino]-3-methyl-butyric acid methyl ester 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以71%的产率得到(S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-propionylamino]-3-phenyl-propionylamino}-3-phenyl-thiopropionylamino)-3-methyl-butyrylamino]-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Endothiopeptide inhibitors of HIV-1 protease

  摘要：

  Endothiopeptide inhibitors of HIV-1 protease were synthesized by chemical and enzymatic methods to individually replace each backbone amide bond in 1 with a thioamide-linkage. Interestingly, agent 7, which contains a thioamide-linkage between the P-2' and P-3' positions of 1, was the most potent, competitive inhibitor of HIV-1 protease with a K-i of 3.4 mu M. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00100-0
• 作为产物：
  描述：

  L-valyl-L-valine methyl ester 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三氟乙酸 作用下， 生成 (S)-2-[(S)-2-((S)-2-Amino-3-phenyl-thiopropionylamino)-3-methyl-butyrylamino]-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Endothiopeptide inhibitors of HIV-1 protease

  摘要：

  Endothiopeptide inhibitors of HIV-1 protease were synthesized by chemical and enzymatic methods to individually replace each backbone amide bond in 1 with a thioamide-linkage. Interestingly, agent 7, which contains a thioamide-linkage between the P-2' and P-3' positions of 1, was the most potent, competitive inhibitor of HIV-1 protease with a K-i of 3.4 mu M. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00100-0