(2S,5S,6R)-[(2,4,6-trimethyl-3-oxo-6-phenylmorpholin-2-yl)oxy]acetic acid | 523987-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (2S,5S,6R)-[(2,4,6-trimethyl-3-oxo-6-phenylmorpholin-2-yl)oxy]acetic acid
• 英文别名: 2-[(2S,5S,6R)-2,4,5-trimethyl-3-oxo-6-phenylmorpholin-2-yl]oxyacetic acid
• CAS: 523987-54-4
• 化学式: C₁₅H₁₉NO₅
• 分子量: 293.32
• InChiKey: JJDHWZFMHQJFOE-XEGUGMAKSA-N

物化性质

• 熔点：
  98-100 °C
• 沸点：
  520.8±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,5S,6R)-[(2,4,6-trimethyl-3-oxo-6-phenylmorpholin-2-yl)oxy]acetic acid 在 三光气 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 10.0h， 生成 2S,5S,6R-2,4,5-trimethyl-2-hydroxy-6-phenyl-morpholin-3-one
  参考文献：
  名称：

  Ephedrine derived reusable chiral auxiliary for the synthesis of optically pure 3-hydroxy-4-aryl-β-lactams

  摘要：

  The diastereoselective synthesis of carious beta-lactams has been achieved using a chit-at acid auxiliary derived from (-)-ephedrine. An efficient acid-catalyzed cleavage of the chiral auxiliary from these beta-lactams to afford 3-hydroxy-4-aryl-cis-beta-lactams. which are precursors for analogues Of the taxol side chain, is described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00039-9
• 作为产物：
  描述：

  ethyl (2S,5S,6R)-[(2,4,6-trimethyl-3-oxo-6-phenylmorpholin-2-yl)oxy]acetate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以91%的产率得到(2S,5S,6R)-[(2,4,6-trimethyl-3-oxo-6-phenylmorpholin-2-yl)oxy]acetic acid
  参考文献：
  名称：

  Ephedrine derived reusable chiral auxiliary for the synthesis of optically pure 3-hydroxy-4-aryl-β-lactams

  摘要：

  The diastereoselective synthesis of carious beta-lactams has been achieved using a chit-at acid auxiliary derived from (-)-ephedrine. An efficient acid-catalyzed cleavage of the chiral auxiliary from these beta-lactams to afford 3-hydroxy-4-aryl-cis-beta-lactams. which are precursors for analogues Of the taxol side chain, is described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00039-9

文献信息

• DIPHENYLHETEROCYCLE CHOLESTEROL ABSORPTION INHIBITORS
  申请人：Talley John

  公开号：US20090186834A1

  公开（公告）日：2009-07-23

  Various azetidinone, pyrrolidine, imidazolidine, and oxazolidine derivatives are described, as are pharmaceutical compositions containing these compounds and methods of treatment of diseases using these compounds. Other embodiments are also described.

  本文描述了各种吡咯烷、咪唑啉和噁唑烷衍生物，以及含有这些化合物的药物组合物和使用这些化合物治疗疾病的方法。还描述了其他实施方式。
• WO2006/102674
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] DIPHENYLHETEROCYCLE CHOLESTEROL ABSORPTION INHIBITORS<br/>[FR] INHIBITEURS DE L'ABSORPTION DE CHOLESTÉROL DE DIPHÉNYLHÉTÉROCYCLE
  申请人：MICROBIA INC

  公开号：WO2008039829A2

  公开（公告）日：2008-04-03

  [EN] Various azetidinone, pyrrolidine, imidazolidine, and oxazolidine derivatives are described, as are pharmaceutical compositions containing these compounds and methods of treatment of diseases using these compounds. Other embodiments are also described.
  [FR] L'invention concerne divers dérivés d'azétidinone, pyrrolidine, imidazolidine et oxazolidine, ainsi que des compositions pharmaceutiques contenant ces composés et des procédés de traitement de maladies utilisant ces composés. D'autres modes de réalisation sont également décrits.
• [EN] PROCESSES FOR PRODUCTION OF DIPHENYLYLAZETIDIN-2-ONES AND RELATED COMPOUNDS<br/>[FR] PROCÉDÉ POUR PRODUIRE DES DIPHÉNYLYLAZÉTIDIN-2-ONES, ET COMPOSÉS ASSOCIÉS
  申请人：MICROBIA INC

  公开号：WO2008057948A2

  公开（公告）日：2008-05-15

  [EN] Processes for preparing a 4-biphenylylazetidinone of formula are described. The processes generally proceed by either cyclizing a biphenylyl-ßaminoacyl compound or by arylating a 1-unsubstituted 4-biphenylylazetidinone with an R¹-substituted phenyl arylating agent. Many of the processes may also be applied to the synthesis of 1,4-diphenylazetidinone deriviatives.
  [FR] L'invention concerne des procédés pour préparer de la 4-biphénylylazétidinone de formule. Les procédés consistent généralement à cycliser un composé biphényl-ß-aminoacyle ou à aryler une 4-biphénylylazétidinone non substituée par 1 avec un agent arylant de phényle substitué par R¹. De nombreux procédés peuvent également être appliqués à la synthèse de dérivés de 1,4-diphénylazétidinone.
• Ephedrine derived reusable chiral auxiliary for the synthesis of optically pure 3-hydroxy-4-aryl-β-lactams
  作者：Bidhan A. Shinkre、Vedavati G. Puranik、B.M. Bhawal、A.R.A.S. Deshmukh

  DOI：10.1016/s0957-4166(03)00039-9

  日期：2003.2

  The diastereoselective synthesis of carious beta-lactams has been achieved using a chit-at acid auxiliary derived from (-)-ephedrine. An efficient acid-catalyzed cleavage of the chiral auxiliary from these beta-lactams to afford 3-hydroxy-4-aryl-cis-beta-lactams. which are precursors for analogues Of the taxol side chain, is described. (C) 2003 Elsevier Science Ltd. All rights reserved.