((S)-6-tert-Butoxycarbonylamino-1-formyl-hexyl)-carbamic acid allyl ester | 188947-19-5

• 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)-6-tert-Butoxycarbonylamino-1-formyl-hexyl)-carbamic acid allyl ester
• CAS: 188947-19-5
• 化学式: C₁₆H₂₈N₂O₅
• 分子量: 328.409
• InChiKey: BDDZNPKYMUZIPZ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  23.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  93.73
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ((S)-6-tert-Butoxycarbonylamino-1-formyl-hexyl)-carbamic acid allyl ester 在 四氢吡咯 、 四(三苯基膦)钯 、 四丁基氟化铵 作用下， 生成 ((S)-6-{[(S)-1-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-7-hydroxy-7-thiazol-2-yl-heptyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Peptidyl α-keto thiazole as potent thrombin inhibitors

  摘要：

  We report the synthesis and evaluation of alpha-keto thiazole derivatives such as D-Phe-Pro-Arg-thiazole 9 as a novel type of thrombin inhibitor. Tripeptidyl alpha-keto thiazole 9 exhibited the inhibitory activity of thrombin at nanomolar levels and showed a more potent prolongation effect on clotting time than argatroban at a dose of 3 mg/kg intravenously. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00057-7
• 作为产物：
  描述：

  (4S)-benzyl 4-(3-hydroxypropyl)-2,2-dimethyloxazolidine-3-carboxylate 在 palladium on activated charcoal 锂硼氢 、 氢气 作用下， 生成 ((S)-6-tert-Butoxycarbonylamino-1-formyl-hexyl)-carbamic acid allyl ester
  参考文献：
  名称：

  Peptidyl α-keto thiazole as potent thrombin inhibitors

  摘要：

  We report the synthesis and evaluation of alpha-keto thiazole derivatives such as D-Phe-Pro-Arg-thiazole 9 as a novel type of thrombin inhibitor. Tripeptidyl alpha-keto thiazole 9 exhibited the inhibitory activity of thrombin at nanomolar levels and showed a more potent prolongation effect on clotting time than argatroban at a dose of 3 mg/kg intravenously. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00057-7