(S)-3-{[5-(4-Aminomethyl-phenyl)-thiophene-2-carbonyl]-amino}-2-benzenesulfonylamino-propionic acid tert-butyl ester | 603127-91-9

• 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)-3-{[5-(4-Aminomethyl-phenyl)-thiophene-2-carbonyl]-amino}-2-benzenesulfonylamino-propionic acid tert-butyl ester
• CAS: 603127-91-9
• 化学式: C₂₅H₂₉N₃O₅S₂
• 分子量: 515.654
• InChiKey: QGOATBKNNBAIBS-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  127.59
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-3-{[5-(4-Aminomethyl-phenyl)-thiophene-2-carbonyl]-amino}-2-benzenesulfonylamino-propionic acid tert-butyl ester 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-Benzenesulfonylamino-3-{[5-(4-guanidinomethyl-phenyl)-thiophene-2-carbonyl]-amino}-propionic acid; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Thiophene-based vitronectin receptor antagonists

  摘要：

  A series of alpha(v)beta(3) antagonists based on a thiophene scaffold were synthesized via two routes and evaluated for in vitro biological activity. We have identified several structurally similar antagonists with different selectivities towards alpha(IIb)beta(3), alpha(v)beta(5) and alpha(5)beta(1) at the cellular level. In addition, these antagonists exerted an antiangiogenic effect in the chick chorioallantoic membrane (CAM) assay. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00942-3
• 作为产物：
  描述：

  (S)-2-Benzenesulfonylamino-3-({5-[4-(tert-butoxycarbonylamino-methyl)-phenyl]-thiophene-2-carbonyl}-amino)-propionic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.05h， 以100%的产率得到(S)-3-{[5-(4-Aminomethyl-phenyl)-thiophene-2-carbonyl]-amino}-2-benzenesulfonylamino-propionic acid tert-butyl ester
  参考文献：
  名称：

  Thiophene-based vitronectin receptor antagonists

  摘要：

  A series of alpha(v)beta(3) antagonists based on a thiophene scaffold were synthesized via two routes and evaluated for in vitro biological activity. We have identified several structurally similar antagonists with different selectivities towards alpha(IIb)beta(3), alpha(v)beta(5) and alpha(5)beta(1) at the cellular level. In addition, these antagonists exerted an antiangiogenic effect in the chick chorioallantoic membrane (CAM) assay. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00942-3