(2R,4R)-2-diphenylmethyl-4-(butylcarbamoyloxy)pyrrolidine | 1379466-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,4R)-2-diphenylmethyl-4-(butylcarbamoyloxy)pyrrolidine
• 英文别名: [(3R,5R)-5-benzhydrylpyrrolidin-3-yl] N-butylcarbamate
• CAS: 1379466-27-9
• 化学式: C₂₂H₂₈N₂O₂
• 分子量: 352.477
• InChiKey: FZZHVVHXHDBYPC-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2R,4R)-4-hydroxyproline-N-ethyl carbamate methyl ester 在 palladium 10% on activated carbon 、 氢气 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 79.0h， 生成 (2R,4R)-2-diphenylmethyl-4-(butylcarbamoyloxy)pyrrolidine
  参考文献：
  名称：

  METHOD FOR MANUFACTURING OPTICALLY ACTIVE MENTHOL

  摘要：

  本发明的目的是提供一种制造具有较少步骤的光学活性薄荷醇的方法，因为所有步骤都涉及催化反应，所以产生的环境污染废物较少，并且能够节省生产成本。本发明涉及一种制造光学活性薄荷醇的方法，包括以下步骤：A-1）不对称地氢化至少一种香叶醛和柠檬醛以获得光学活性柠檬醛，B-1）在酸催化剂存在下对光学活性柠檬醛进行环闭合反应，从而获得光学活性异薄荷醇，以及C-1）对光学活性异薄荷醇进行氢化以获得光学活性薄荷醇。

  公开号：

  US20130253228A1

文献信息

• CATALYST FOR ASYMMETRIC HYDROGENATION AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBONYL COMPOUND USING THE SAME
  申请人：Takasago International Corporation

  公开号：EP2646150A1

  公开（公告）日：2013-10-09
• US9000192B2
  申请人：——

  公开号：US9000192B2

  公开（公告）日：2015-04-07
• US9061959B2
  申请人：——

  公开号：US9061959B2

  公开（公告）日：2015-06-23
• [EN] CATALYST FOR ASYMMETRIC HYDROGENATION AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBONYL COMPOUND USING THE SAME<br/>[FR] CATALYSEUR POUR HYDROGÉNATION ASYMÉTRIQUE ET PROCÉDÉ DE FABRICATION DE COMPOSÉ CARBONYLÉ OPTIQUEMENT ACTIF À L'AIDE DU CATALYSEUR
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2012074128A1

  公开（公告）日：2012-06-07

  The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an α, β-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an α, β-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active cyclic nitrogen-containing compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.
• METHOD FOR MANUFACTURING OPTICALLY ACTIVE MENTHOL
  申请人：Tsuda Toshiro

  公开号：US20130253228A1

  公开（公告）日：2013-09-26

  An object of the present invention is to provide a method for manufacturing an optically active menthol having fewer steps, which generates less environmentally polluting waste because a catalytic reaction is involved in all of the steps, and is capable of saving a production cost. The present invention relates to a method for manufacturing an optically active menthol, including the following steps: A-1) asymmetrically hydrogenating at least one of geranial and neral to thereby obtain an optically active citronellal, B-1) conducting a ring-closure reaction of the optically active citronellal in the presence of an acid catalyst to thereby obtain an optically active isopulegol, and C-1) hydrogenating the optically active isopulegol to thereby obtain an optically active menthol.

  本发明的目的是提供一种制造具有较少步骤的光学活性薄荷醇的方法，因为所有步骤都涉及催化反应，所以产生的环境污染废物较少，并且能够节省生产成本。本发明涉及一种制造光学活性薄荷醇的方法，包括以下步骤：A-1）不对称地氢化至少一种香叶醛和柠檬醛以获得光学活性柠檬醛，B-1）在酸催化剂存在下对光学活性柠檬醛进行环闭合反应，从而获得光学活性异薄荷醇，以及C-1）对光学活性异薄荷醇进行氢化以获得光学活性薄荷醇。