(2S,4S)-4-(Diphenylphosphino)-2-<(diphenylphosphino)-methyl>-N-methylcarbamoylpyrrolidine | 74571-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2S,4S)-4-(Diphenylphosphino)-2-<(diphenylphosphino)-methyl>-N-methylcarbamoylpyrrolidine
• 英文别名: (2S,4S)-4-(Diphenylphosphanyl)-2-((diphenylphosphanyl)methyl)-N-methylpyrrolidine-1-carboxamide；(2S,4S)-4-diphenylphosphanyl-2-(diphenylphosphanylmethyl)-N-methylpyrrolidine-1-carboxamide
• CAS: 74571-32-7
• 化学式: C₃₁H₃₂N₂OP₂
• 分子量: 510.555
• InChiKey: GBQZRWWFXQVRND-QCDSWUKFSA-N

物化性质

• 沸点：
  678.2±48.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2S,4S)-4-二苯基膦-2-(二苯基膦甲基)-N-叔丁氧羰基-吡咯烷 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (2S,4S)-4-(Diphenylphosphino)-2-<(diphenylphosphino)-methyl>-N-methylcarbamoylpyrrolidine
  参考文献：
  名称：

  Asymmetric Reactions Catalyzed by Chiral Metal Complexes. XLV. Efficient Preparation of Optically Active (S)-(-)-3-Methyl-.GAMMA.-butyrolactone by Catalytic Asymmetric Hydrogenation Using Chiral N-Substituted Pyrrolidinebisphosphine Rhodium Complexes.

  摘要：

  (S)-(-)-2-甲基琥珀酰胺酸是一种良好的(S)-(-)-3-甲基-γ-丁内酯的前体，可通过(2S, 4S)-N-取代的-4-(二苯膦基)-2-[(二苯膦基)甲基]吡咯烷-铑配合物催化的2-亚甲基琥珀酰胺酸的均相不对称氢化制备。合成了多种N-取代的吡咯烷双膦配体，以寻找最佳配体并比较N-取代基的影响。

  DOI：

  10.1248/cpb.39.2706

文献信息

• N-carbamoyl-4-diphenylphosphino-2-diphenylphosphinomethylpyrrolidines(CAPP). Efficient new chiral ligands for asymmetric hydrogenation
  作者：Iwao Ojima、Noriko Yoda

  DOI：10.1016/s0040-4039(00)78836-8

  日期：1980.1

  N-(N′-substituted carbamoyl)-4-diphenylphosphino-2-diphenylphosphinomethylpyrrolidines (CAPP) was prepared, which exhibited excellent stereoselectivity in the asymmetric hydrogenation of α-acetamidocinnamic acid derivatives and itaconic acid as chiral ligand of the rhodium(I) catalyst.

  制备了一系列的N-（N'-取代的氨基甲酰基）-4-二苯基膦基-2-二苯基膦基甲基吡咯烷酮（CAPP），它们在作为铑的手性配体的α-乙酰氨基doc酰胺酸衍生物和衣康酸的不对称加氢中表现出优异的立体选择性。 I）催化剂。
• Asymmetric Reduction Method
  申请人：Matsumoto Yoshinori

  公开号：US20090043110A1

  公开（公告）日：2009-02-12

  The present invention is to provide a novel method for producing (2S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid which is useful as a therapeutic agent for diabetes. The present invention relates to a method for producing (2S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid, which is characterized in that 2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid is subjected to a catalytic reduction reaction in the presence of an asymmetric catalyst prepared from a pyrrolidinebisphosphine compound (I) represented by the following general formula (I): wherein, R 1 represents a linear or branched alkyl group having 1-10 carbon atoms, cycloalkyl group, aralkyl group or aryl group which may respectively have a substituent; and R 2 and R 3 independently represent an optionally substituted aryl group. The * mark in the pyrrolidine ring shows that the carbon atom at that position has the S configuration, and a rhodium compound.

  本发明旨在提供一种新的制备(2S)-2-苄基-3-(顺式-六氢-2-异吲哚基甲酰)丙酸的方法，该方法可用作糖尿病治疗剂。本发明涉及一种制备(2S)-2-苄基-3-(顺式-六氢-2-异吲哚基甲酰)丙酸的方法，其特征在于将2-苄基亚甲基-3-(顺式-六氢-2-异吲哚基甲酰)丙酸在不对称催化剂的存在下进行催化还原反应，该不对称催化剂由下式(I)表示的吡咯烷双膦化合物制备而成：其中，R1代表具有1-10个碳原子的线性或支链烷基、环烷基、芳基烷基或芳基，它们可以分别具有取代基；R2和R3独立地代表可选取代的芳基。吡咯烷环中的*标记表示该位置的碳原子具有S构型，还包括一种铑化合物。
• ASYMMETRIC REDUCTION METHOD
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：EP1978016A1

  公开（公告）日：2008-10-08

  The present invention is to provide a novel method for producing (2S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcar bonyl)propionic acid which is useful as a therapeutic agent for diabetes. The present invention relates to a method for producing (2S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarb onyl)propionic acid, which is characterized in that 2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propi onic acid is subjected to a catalytic reduction reaction in the presence of an asymmetric catalyst prepared from a pyrrolidinebisphosphine compound (I) represented by the following general formula (I): wherein, R1 represents a linear or branched alkyl group having 1-10 carbon atoms, cycloalkyl group, aralkyl group or aryl group which may respectively have a substituent; and R2 and R3 independently represent an optionally substituted aryl group. The * mark in the pyrrolidine ring shows that the carbon atom at that position has the S configuration, and a rhodium compound.

  本发明旨在提供一种生产(2S)-2-苄基-3-(顺式六氢-2-异吲哚啉基羰基)丙酸的新方法，该方法可用作糖尿病的治疗剂。本发明涉及一种生产(2S)-2-苄基-3-(顺式-六氢-2-异吲哚啉基羰基)丙酸的方法，其特征在于 2-亚苄基-3-(顺式-六氢-2-异吲哚啉基羰基)丙酸在由吡咯烷二膦化合物(I)制备的不对称催化剂存在下进行催化还原反应，吡咯烷二膦化合物(I)由以下通式(I)表示： 其中，R1 代表具有 1-10 个碳原子的直链或支链烷基、环烷基、芳烷基或芳基，可分别具有一个取代基；R2 和 R3 独立地代表任选取代的芳基。吡咯烷环中的 * 号表示该位置的碳原子具有 S 构型，是一种铑化合物。
• US7847107B2
  申请人：——

  公开号：US7847107B2

  公开（公告）日：2010-12-07