(S)-3-chloro-5-difluoro-methoxy-mandelic acid | 853782-50-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-3-chloro-5-difluoro-methoxy-mandelic acid
• 英文别名: (S)-3-chloro-5-difluoromethoxy mandelic acid；Ph(3-Cl)(5-OCHF₂)-(S)CH(OH)C(O)OH；(R)-2-(3-Chloro-5-(difluoromethoxy)phenyl)-2-hydroxyacetic acid；(2S)-2-[3-chloro-5-(difluoromethoxy)phenyl]-2-hydroxyacetic acid
• CAS: 853782-50-0
• 化学式: C₉H₇ClF₂O₄
• 分子量: 252.602
• InChiKey: OYYVYWAGOSRCCZ-ZETCQYMHSA-N

物化性质

• 沸点：
  379.9±42.0 °C(Predicted)
• 密度：
  1.555±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-3-chloro-5-difluoro-methoxy-mandelic acid 在 甲醇 、 氢氧化钾 、 水 、 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 Ph(3-Cl)(5-OCHF₂)-(R,S)CH(OH)C(O)OH
  参考文献：
  名称：

  [EN] A PROCESS FOR RESOLVING, OPTIONALLY SUBSTITUTED, MANDELIC ACIDS BY SALT FORMATION WITH A CHIRAL BASE CYCLIC AMIDE
  [FR] NOUVEAU PROCEDE

  摘要：

  公开号：

  WO2005054168A3
• 作为产物：
  描述：

  (S)-3-chloro-5-difluoro-methoxy-mandelic acid L-prolinamide salt 在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  [EN] A PROCESS FOR RESOLVING, OPTIONALLY SUBSTITUTED, MANDELIC ACIDS BY SALT FORMATION WITH A CHIRAL BASE CYCLIC AMIDE
  [FR] NOUVEAU PROCEDE

  摘要：

  公开号：

  WO2005054168A3

文献信息

• WO2006/125964
  申请人：——

  公开号：——

  公开（公告）日：——
• Process for the Dynamic Resolution of (Substituted) (R)- or (S)- Mandelic Acid
  申请人：Bosson Bo Lars Gustaf

  公开号：US20080293965A1

  公开（公告）日：2008-11-27

  The present invention relates to a process for the resolution of mandelic acid derivative enantiomers from (racemic) mixtures by salt formation (see, for example, formula IIa) with chiral base cyclic amides, and racemisation of the unresolved enantiomer in the same process, wherein an additional racemising base may optionally be used, employing an acid:total base (i.e. cyclic amide and optional additional base) molar ratio of at least 1:1; provided that the cyclic amide base is present in a molar ratio of at least 0.75; and to the use of the resolved mandelic acid derivatives as intermediates suitable for large-scale manufacturing of, for example, pharmaceutical compounds; wherein R is selected from CHF 2 , H, C 1-6 Alkyl, CH 2 F, CHCl 2 and CClF 2 ; and wherein n is 0, 1 or 2; R 1 is H or C 1-6 Alkyl and X is H, halo or C 1-6 Alkyl.
• Process
  申请人：Blixt Hans Jorgen

  公开号：US20080312457A1

  公开（公告）日：2008-12-18

  The present invention relates to a new process for the resolution of mandelic acid derivatives from racemic mandelic acid derivative mixtures by salt formation with chiral base cyclic amides; to the resolved mandelic acid cyclic amide salts (see, for example, formula IIa), as well as certain other metal and amine salts of the mandelic acid derivatives, and to the use of the resolved mandelic acid derivatives as intermediates suitable for large-scale manufacturing of, for example, pharmaceutical compounds; Formula IIa, wherein R is selected from CHF2, H, C1-6 Alkyl, CH2F, CHCl2 and CClF2; and wherein n is 0, 1 or 2; R1 is H or C1-6 Alkyl and X is H, halo or C1-6 Alkyl.
• US7960582B2
  申请人：——

  公开号：US7960582B2

  公开（公告）日：2011-06-14
• [EN] A PROCESS FOR RESOLVING, OPTIONALLY SUBSTITUTED, MANDELIC ACIDS BY SALT FORMATION WITH A CHIRAL BASE CYCLIC AMIDE<br/>[FR] NOUVEAU PROCEDE
  申请人：ASTRAZENECA AB

  公开号：WO2005054168A3

  公开（公告）日：2005-10-27