公开(公告)号：US07847107B2

公开(公告)日：2010-12-07

申请号：US12087092

申请日：2006-12-26

Applicant: Yoshinori Matsumoto ,  Yuki Takeuchi ,  Hiroyuki Yamamoto

Inventor： Yoshinori Matsumoto ,  Yuki Takeuchi ,  Hiroyuki Yamamoto

IPC: C07D209/44

CPC classification number: C07B53/00 ,  C07D209/44

Abstract: 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, 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.

Abstract translation: 本发明提供可用作糖尿病治疗剂的（2S）-2-苄基-3-（顺式 - 六氢-2-异吲哚基羰基）丙酸的新方法。 本发明涉及（2S）-2-苄基-3-（顺 - 六氢-2-异二氢吲哚基羰基）丙酸的制备方法，其特征在于2-亚苄基-3-（顺式 - 六氢-2-异吲哚基羰基） ）丙酸在由以下通式（I）表示的吡咯烷二膦化合物（I）制备的不对称催化剂存在下进行催化还原反应：其中，R1表示具有1-10个碳原子的直链或支链烷基 原子，环烷基，芳烷基或可分别具有取代基的芳基; 并且R 2和R 3独立地表示任选取代的芳基。 吡咯烷环中的*标记表示该位置的碳原子具有S构型和铑化合物。

公开(公告)号：US20090043110A1

公开(公告)日：2009-02-12

申请号：US12087092

申请日：2006-12-26

Applicant: Yoshinori Matsumoto ,  Yuki Takeuchi ,  Hiroyuki Yamamoto

Inventor： Yoshinori Matsumoto ,  Yuki Takeuchi ,  Hiroyuki Yamamoto

IPC: C07D209/44

CPC classification number: C07B53/00 ,  C07D209/44

Abstract: 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, 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.

Abstract translation: 本发明提供可用作糖尿病治疗剂的（2S）-2-苄基-3-（顺式 - 六氢-2-异吲哚基羰基）丙酸的新方法。 本发明涉及（2S）-2-苄基-3-（顺 - 六氢-2-异二氢吲哚基羰基）丙酸的制备方法，其特征在于2-亚苄基-3-（顺式 - 六氢-2-异吲哚基羰基） ）丙酸在由以下通式（I）表示的吡咯烷二膦化合物（I）制备的不对称催化剂存在下进行催化还原反应：其中，R1表示具有1-10个碳原子的直链或支链烷基 原子，环烷基，芳烷基或可分别具有取代基的芳基; 并且R 2和R 3独立地表示任选取代的芳基。 吡咯烷环中的*标记表示该位置的碳原子具有S构型和铑化合物。