(R)-6-cyano-5-hydroxy-3-oxo-N,N-bis(phenylmethyl)hexanamide | 156051-83-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-6-cyano-5-hydroxy-3-oxo-N,N-bis(phenylmethyl)hexanamide
• 英文别名: (5R)-N,N-dibenzyl-6-cyano-5-hydroxy-3-oxohexanamide
• CAS: 156051-83-1
• 化学式: C₂₁H₂₂N₂O₃
• 分子量: 350.417
• InChiKey: LWWYTLNSLRNOME-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 4-cyano-3-hydroxybutanoate 、 N,N-二苄基-乙酰胺 、 乙酰氯 、 二苄胺 在 盐酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 青榄呋喃 、 甲苯 为溶剂， 生成 (R)-6-cyano-5-hydroxy-3-oxo-N,N-bis(phenylmethyl)hexanamide
  参考文献：
  名称：

  Process for trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one

  摘要：

  描述了一种改进的制备反式-6-[2-(取代吡咯-1-基)烷基]吡喃-2-酮的过程，通过一种新颖的合成方法，其中α-金属化N，N-二取代乙酰胺在七个操作步骤中转化为所需的产品，特别是，一种制备(2R-反式)-5-(4-氟苯基)-2-(1-甲基乙基)-N,4-二苯基-1-[2-(四氢-4-羟基-6-氧代-2H-吡喃-2-基)乙基]-1H-吡咯-3-羧酰胺的过程，以及在本过程中使用的其他有价值的中间体和前药，这些前药生物转化为降血脂和降胆固醇药物以及相同的药物组合物。

  公开号：

  US05298627A1

文献信息

• Process for trans-6[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one
  申请人：Warner-Lambert Company

  公开号：US05489690A1

  公开（公告）日：1996-02-06

  An improved process for the preparation of trans-6-[2-(substituted-pyrrole-1-yl)alkyl]pyran-2-ones by a novel synthesis is described where .alpha.-metalated N,N-disubstituted acetamide is converted in seven operations to the desired products, and specifically, a process for preparing (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahy dro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-3-carboxamide, as well as other valuable intermediates used in the processes and prodrugs which are bioconverted to hypolipidemic and hypocholesterolemic agents and pharmaceutical compositions of the same.

  本发明提供了一种改进的方法，通过一种新的合成方法制备转-6-[2-(取代吡咯-1-基)烷基]吡喃-2-酮，其中α-金属化N，N-二取代乙酰胺在七个步骤中转化为所需的产物，具体地，提供了一种制备(2R-转)-5-(4-氟苯基)-2-(1-甲基乙基)-N，4-二苯基-1-[2-(四氢-4-羟基-6-氧代-2H-吡喃-2-基)乙基]-1H-吡咯-3-羧酰胺以及用于该过程和前药的其他有价值的中间体，这些前药被生物转化为降血脂和降胆固醇药物和相应的制药组合物。
• Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pyran-2-one
  申请人：Warner-Lambert Company

  公开号：US05489691A1

  公开（公告）日：1996-02-06

  An improved process for the preparation of trans-6-[2-(substituted-pyrrole-1-yl)alkyl]pyran-2-ones by a novel synthesis is described where .alpha.-metalated N,N-disubstituted acetamide is converted in seven operations to the desired products, and specifically, a process for preparing (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1-[2-(tetrahy dro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1H-pyrrole-3-carboxamide, as well as other valuable intermediates used in the processes and prodrugs which are bioconverted to hypolipidemic and hypocholesterolemic agents and pharmaceutical compositions of the same.

  本文描述了一种改进的方法，通过一种新的合成方法制备转-6-[2-(取代吡咯-1-基)烷基]吡喃-2-酮，其中α-金属化的N,N-二取代乙酰胺经过七个步骤转化为所需的产物，具体地，一种制备(2R-转)-5-(4-氟苯基)-2-(1-甲基乙基)-N,4-二苯基-1-[2-(四氢-4-羟基-6-氧代-2H-吡喃-2-基)乙基]-1H-吡咯-3-羧酰胺，以及用于该过程和生物转化为降血脂和降胆固醇药剂的其他有价值的中间体和前药的方法和制药组合物。
• Process for trans-6- 2-(substituted-pyrrol-1-yl)alkyl!pyran-2-one
  申请人：Warner-Lambert Company

  公开号：US05510488A1

  公开（公告）日：1996-04-23

  An improved process for the preparation of trans-6- 2-(substituted-pyrrole-1-yl)alkyl!pyran-2-ones by a novel synthesis is described where .alpha.-metalated N,N-disubstituted acetamide is converted in seven operations to the desired products, and specifically, a process for preparing (2R-trans)-5-(4-fluorophenyl)-2-(1-methylethyl)-N, 4-diphenyl-1- 2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl!-1H-pyrrol e-3-carboxamide, as well as other valuable intermediates used in the processes and prodrugs which are bioconverted to hypolipidemic and hypocholesterolemic agents and pharmaceutical compositions of the same.

  本文介绍了一种改进的制备转-6-2-(取代吡咯-1-基)烷基!吡喃-2-酮的新型合成方法，其中α-金属化N，N-二取代乙酰胺经过七步反应转化为所需的产物，具体地，本文介绍了一种制备(2R-转)-5-(4-氟苯基)-2-(1-甲基乙基)-N，4-二苯基-1- 2-(四氢-4-羟基-6-氧代-2H-吡喃-2-基)乙基!-1H-吡咯烷-3-羧酰胺以及用于该过程和前药的其他有价值的中间体，这些前药可生物转化为降脂和降胆固醇剂和同类的制药组合物。
• NOVEL PROCESS FOR $i(TRANS)-6- 2-(SUBSTITUTED-PYRROL-1-YL)ALKYL]PYRAN-2-ONE INHIBITORS OF CHOLESTEROL SYNTHESIS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0687263A1

  公开（公告）日：1995-12-20
• PROCESS FOR PREPARING (TRANS)-6- [2-(SUBSTITUTED-PYRROL-1-YL)ALKYL]PYRAN-2-ONE INHIBITORS OF CHOLESTEROL SYNTHESIS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0687263B1

  公开（公告）日：1997-07-30