(S)-2-{[1-(2-Azido-ethyl)-cyclopentanecarbonyl]-amino}-4-tritylsulfanyl-butyric acid methyl ester | 289913-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (S)-2-{[1-(2-Azido-ethyl)-cyclopentanecarbonyl]-amino}-4-tritylsulfanyl-butyric acid methyl ester
• 英文别名: methyl (2S)-2-[[1-(2-azidoethyl)cyclopentanecarbonyl]amino]-4-tritylsulfanylbutanoate
• CAS: 289913-38-8
• 化学式: C₃₂H₃₆N₄O₃S
• 分子量: 556.729
• InChiKey: OXUWKVFHBBSFAG-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  95.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-2-{[1-(2-Azido-ethyl)-cyclopentanecarbonyl]-amino}-4-tritylsulfanyl-butyric acid methyl ester 在 吡啶 、 水 、 三甲基膦 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-({1-[2-((S)-2-Benzyloxycarbonylamino-4-hydroxy-butyrylamino)-ethyl]-cyclopentanecarbonyl}-amino)-4-tritylsulfanyl-butyric acid methyl ester
  参考文献：
  名称：

  Cyclic thioether peptide mimetics as VCAM–VLA-4 antagonists

  摘要：

  Selective substitution of a sulfur atom by carbon in a highly potent 13-membered cyclic disulfide was accomplished by intramolecular displacement of a bromide. The potency of the resulting thioethers in the VCAM/VLA-4 assay was dependant on rin size and the position of the sulfur atom. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00175-x
• 作为产物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-4-tritylsulfanyl-butyric acid methyl ester 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-{[1-(2-Azido-ethyl)-cyclopentanecarbonyl]-amino}-4-tritylsulfanyl-butyric acid methyl ester
  参考文献：
  名称：

  Cyclic thioether peptide mimetics as VCAM–VLA-4 antagonists

  摘要：

  Selective substitution of a sulfur atom by carbon in a highly potent 13-membered cyclic disulfide was accomplished by intramolecular displacement of a bromide. The potency of the resulting thioethers in the VCAM/VLA-4 assay was dependant on rin size and the position of the sulfur atom. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00175-x

文献信息

• Cyclic thioether peptide mimetics as VCAM–VLA-4 antagonists
  作者：Nader Fotouhi、Pramod Joshi、Jefferson W. Tilley、Karen Rowan、Virginia Schwinge、Barry Wolitzky

  DOI：10.1016/s0960-894x(00)00175-x

  日期：2000.6

  Selective substitution of a sulfur atom by carbon in a highly potent 13-membered cyclic disulfide was accomplished by intramolecular displacement of a bromide. The potency of the resulting thioethers in the VCAM/VLA-4 assay was dependant on rin size and the position of the sulfur atom. (C) 2000 Elsevier Science Ltd. All rights reserved.