(3R,4S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)pyrrolidine | 267234-20-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3R,4S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)pyrrolidine
• 英文别名: tert-Butyl N-[(3R,4S)-4-[(tert-Butyldimethylsilyl)oxy]pyrrolidin-3-yl]carbamate；tert-butyl N-[(3R,4S)-4-[tert-butyl(dimethyl)silyl]oxypyrrolidin-3-yl]carbamate
• CAS: 267234-20-8
• 化学式: C₁₅H₃₂N₂O₃Si
• 分子量: 316.516
• InChiKey: MWUDIPUCAFJKAU-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)pyrrolidine 在 2-(Phenylsulfonyl)-3-phenyloxaziridin 作用下， 以 苯 为溶剂， 反应 74.0h， 生成 [(2S,3aS,4R,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-hydroxy-ethyl)-hexahydro-pyrrolo[1,2-b]isoxazol-5-yl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of enantiopure protected 3-hydroxy-4-amino pyrroline N-oxides

  摘要：

  The synthesis of new five-membered enantiopure cyclic nitrones bearing protected cis vicinal amino and hydroxy functionalities is reported. The key step was a Mitsunobu reaction, which allowed placement of an azido group, with inversion of configuration, at the reacting centre. Cycloaddition of the novel nitrones to but-3-en-1-ol followed by simple elaboration of the adducts readily afforded protected amino dihydroxy indolizidines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02335-7
• 作为产物：
  描述：

  (3R,4S)-1-benzyl-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethyl-silyloxy)pyrrolidine 在 氢氧化钯 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以to leave (3R,4S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)pyrrolidine (79 mg, 98%) as an oil的产率得到(3R,4S)-3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)pyrrolidine
  参考文献：
  名称：

  RENIN INHIBITORS

  摘要：

  本发明涉及公式I所示的化合物，其中变量在此定义。这些化合物能够结合天冬氨酸蛋白酶以抑制其活性。它们可用于治疗或改善与天冬氨酸蛋白酶活性相关的疾病。本发明还描述了拮抗需要受到天冬氨酸蛋白酶抑制剂的受试者的方法，包括向受试者施用公式I所示的化合物的治疗有效量。

  公开号：

  US20090275581A1

文献信息

• RENIN INHIBITORS
  申请人：Baldwin John J.

  公开号：US20090275581A1

  公开（公告）日：2009-11-05

  Disclosed are compounds according to Formula I: wherein the variables are defined herein. Such compounds are can bind aspartic proteases to inhibit their activity. They are useful in the treatment or amelioration of diseases associated with aspartic protease activity. Also described herein are methods of antagonizing aspartic protease inhibitors in a subject in need thereof comprising administering to the subject a therapeutically effective amount of a compound according to Formula I.

  本发明涉及公式I所示的化合物，其中变量在此定义。这些化合物能够结合天冬氨酸蛋白酶以抑制其活性。它们可用于治疗或改善与天冬氨酸蛋白酶活性相关的疾病。本发明还描述了拮抗需要受到天冬氨酸蛋白酶抑制剂的受试者的方法，包括向受试者施用公式I所示的化合物的治疗有效量。
• WO2007/117482
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of enantiopure protected 3-hydroxy-4-amino pyrroline N-oxides
  作者：Stefano Cicchi、Paola Ponzuoli、Andrea Goti、Alberto Brandi

  DOI：10.1016/s0040-4039(99)02335-7

  日期：2000.3

  The synthesis of new five-membered enantiopure cyclic nitrones bearing protected cis vicinal amino and hydroxy functionalities is reported. The key step was a Mitsunobu reaction, which allowed placement of an azido group, with inversion of configuration, at the reacting centre. Cycloaddition of the novel nitrones to but-3-en-1-ol followed by simple elaboration of the adducts readily afforded protected amino dihydroxy indolizidines. (C) 2000 Elsevier Science Ltd. All rights reserved.