(5R,7S)-7-(4-bromophenyl)-3-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione | 1036030-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (5R,7S)-7-(4-bromophenyl)-3-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione
• 英文别名: (5R,7S)-7-(4-bromo-phenyl)-3-methyl-1,3-diaza-spiro[4.4]nonane-2,4-dione；(5R,8S)-8-(4-bromophenyl)-3-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione
• CAS: 1036030-19-9
• 化学式: C₁₄H₁₅BrN₂O₂
• 分子量: 323.189
• InChiKey: GFOKSKMVRLJJNR-IINYFYTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5R,7S)-7-(4-bromophenyl)-3-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione 在 sodium hydroxide 、 盐酸 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 以95%的产率得到(1R,3S)-1-氨基-3-(4-溴苯基)环戊烷羧酸
  参考文献：
  名称：

  Scalable Synthesis and Isolation of the Four Stereoisomers of Methyl 1-Amino-3-(4-bromophenyl)cyclopentanecarboxylate, Useful Intermediates for the Synthesis of S1P1 Receptor Agonists

  摘要：

  The individual isomers of methyl 1-amino-3-(4-bromophenyl)cyclopentanecarboxylate are useful intermediates for the synthesis of SIPI receptor agonists. Herein we describe a scalable synthesis and isolation of each of the four stereoisomers of this compound in gram quantities with >98% ee and de. The utility of this approach is demonstrated by the synthesis of ((1R,3R)-1-amino-3-(4-octylphenyl)cyclopentyl)methanol in 7 steps, 11% overall yield, and >98% ee and de.

  DOI：

  10.1021/jo900376b
• 作为产物：
  描述：

  (S)-7-(4-bromo-phenyl)-3-methyl-1,3-diaza-spiro[4.4]nonane-2,4-dione 以 乙腈 为溶剂， 以12%的产率得到(5R,7S)-7-(4-bromophenyl)-3-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione
  参考文献：
  名称：

  WO2008/79380

  摘要：

  公开号：

文献信息

• Sphingosine-1-phosphate receptor agonist and antagonist compounds
  申请人：Wallace Grier A.

  公开号：US20090029947A1

  公开（公告）日：2009-01-29

  The present invention is directed to novel, potent, and selective agents, which are agonists or antagonists of the one or more of the individual receptors of the S1P receptor family. The compounds of the invention are useful as therapeutics for treating medical conditions associated with agonism or antagonism of the individual receptors of the S1P receptor family.

  本发明涉及一种新型、有效和选择性的药剂，它们是S1P受体家族中一个或多个单个受体的激动剂或拮抗剂。本发明的化合物可用作治疗与S1P受体家族中单个受体的激动或拮抗有关的医学状况的治疗剂。
• Process for the preparation and isolation of the individual stereoisomers of 1-amino, 3-substituted phenylcyclopentane-carboxylates
  申请人：Gordon Thomas D.

  公开号：US20080255367A1

  公开（公告）日：2008-10-16

  The present invention discloses processes for the preparation and isolation of the individual stereoisomers of 1-amino, 3-substituted phenylcyclopentane-carboxylates.

  本发明揭示了制备和分离1-氨基，3-取代苯基环戊烷羧酸酯的各个立体异构体的过程。
• Methods for Preparing S1P Receptor Agonists and Antagonists
  申请人：Shekhar Shashank

  公开号：US20110190540A1

  公开（公告）日：2011-08-04

  Disclosed herein are methods of making compounds which are agonists or antagonists of one or more of the individual receptors of the S1P receptor family.

  本文公开了一种制备S1P受体家族中一个或多个单个受体的激动剂或拮抗剂化合物的方法。
• WO2008/79382
  申请人：——

  公开号：——

  公开（公告）日：——
• SPHINGOSINE-1 -PHOSPHATE RECEPTOR AGONIST AND ANTAGONIST COMPOUNDS
  申请人：ABBOTT LABORATORIES

  公开号：EP2120575A1

  公开（公告）日：2009-11-25