tert-butyl N-[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-1-(1-methylbenzimidazol-2-yl)-1-oxopentan-2-yl]carbamate | 201006-75-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: tert-butyl N-[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-1-(1-methylbenzimidazol-2-yl)-1-oxopentan-2-yl]carbamate
• CAS: 201006-75-9
• 化学式: C₃₃H₄₆N₆O₆S
• 分子量: 654.831
• InChiKey: IIPNWGYTRRYZKV-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  175
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-1-(1-methylbenzimidazol-2-yl)-1-oxopentan-2-yl]carbamate 在 盐酸 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 (6S,8aS)-4-Oxo-2-(3-phenyl-propionyl)-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-4-guanidino-1-(1-methyl-1H-benzoimidazole-2-carbonyl)-butyl]-amide; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin: Part 3: P1′ modifications

  摘要：

  The synthesis and antithrombotic activity of a series of nonpeptide bicyclic thrombin inhibitors are described. We have explored the SAR around the P1' site. Modification of the P1' site has been found to affect potency and selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00096-7
• 作为产物：
  描述：

  [(S)-4-Guanidino-1-(methoxy-methyl-carbamoyl)-butyl]-carbamic acid tert-butyl ester 在 sodium hydroxide 、 正丁基锂 、 四甲基乙二胺 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 tert-butyl N-[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-1-(1-methylbenzimidazol-2-yl)-1-oxopentan-2-yl]carbamate
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin: Part 3: P1′ modifications

  摘要：

  The synthesis and antithrombotic activity of a series of nonpeptide bicyclic thrombin inhibitors are described. We have explored the SAR around the P1' site. Modification of the P1' site has been found to affect potency and selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00096-7