(3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate | 840493-01-8

• 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: (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate
• 英文别名: Methyl(3R,6R,7aS)-6-benzyl-6-tert-butoxycarbonylamino-5-oxohexahydro-pyrrolo[2,1-b]thiazole-3-carboxylate；methyl (3R,6R,7aS)-6-benzyl-6-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-2,3,7,7a-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxylate
• CAS: 840493-01-8
• 化学式: C₂₀H₂₆N₂O₅S
• 分子量: 406.503
• InChiKey: BOZITEDBJBLPHK-AUSJPIAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate 在 氨 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以99%的产率得到(3R,6R,7aS)-6-benzyl-6-tert-butoxycarbonylamino-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxamide
  参考文献：
  名称：

  The ‘unexpected’ epimerization on bicyclic thiazolidine γ-lactam scaffolds

  摘要：

  Preliminary findings related to the base induced cyclization and spontaneous epimerization leading to stereochemically defined bicyclic thiazolidine gamma-lactam systems are reported. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.070
• 作为产物：
  描述：

  (4R)-methyl 2-(2-benzyl-2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl)thiazolidine-4-carboxylate 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以49%的产率得到(3R,6R,8S)-methyl 6-benzyl-6-(tert-butoxycarbonylamino)-5-oxohexahydropyrrolo[2,1-b]thiazole-3-carboxylate
  参考文献：
  名称：

  The ‘unexpected’ epimerization on bicyclic thiazolidine γ-lactam scaffolds

  摘要：

  Preliminary findings related to the base induced cyclization and spontaneous epimerization leading to stereochemically defined bicyclic thiazolidine gamma-lactam systems are reported. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.070

文献信息

• Novel bicyclic cyanoheterocycles, process for their preparation and their use as medicaments
  申请人：Wagner Holger

  公开号：US20050059716A1

  公开（公告）日：2005-03-17

  The invention relates to compounds of the formula I in which the radicals have the stated meanings, their stereoisomeric forms and their physiologically tolerated salts and process for their preparation. The compounds are suitable for the treatment of metabohlic disorders such as type 2 diabetes.

  本发明涉及公式I的化合物，其中基团具有所述的含义，它们的立体异构体形式和其生理上可耐受的盐以及它们的制备过程。这些化合物适用于治疗代谢性疾病，如2型糖尿病。
• Bicyclic cyanoheterocycles, process for their preparation and their use as medicaments
  申请人：Sanofi-Aventis Deutschland GmbH

  公开号：US07008957B2

  公开（公告）日：2006-03-07

  The invention relates to compounds of the formula I in which the radicals have the stated meanings, their stereoisomeric forms and their physiologically tolerated salts and process for their preparation. The compounds are suitable for the treatment of metabohlic disorders such as type 2 diabetes.

  本发明涉及式I化合物，其中基团具有所述含义，它们的立体异构体形式和其生理上耐受的盐以及制备它们的过程。这些化合物适用于治疗代谢性疾病，如2型糖尿病。