Preparation of (2,3-Dihydrobenzofuran-3-yl)acetic Acid via Rh-Catalyzed Asymmetric Hydrogenation

被引:10
|
作者
Yamashita, Masayuki [1 ]
Negoro, Nobuyuki [2 ]
Yasuma, Tsuneo [1 ]
Yamano, Toru [3 ]
机构
[1] Takeda Pharmaceut Co Ltd, CMC Ctr, Chem Dev Labs, Yodogawa Ku, Osaka 5328686, Japan
[2] Takeda Pharmaceut Co Ltd, Div Pharmaceut Res, Fujisawa, Kanagawa 2518555, Japan
[3] Takeda Pharmaceut Co Ltd, Environm & Safety Dept, Yodogawa Ku, Osaka 5328686, Japan
关键词
CHIRAL PHOSPHORUS LIGANDS; ENANTIOSELECTIVE HYDROGENATION; DERIVATIVES; AGONISTS; DISCOVERY; OLEFINS; POTENT;
D O I
10.1246/bcsj.20130324
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A preparation via Rh-catalyzed asymmetric hydrogenation has been developed for (2,3-dihydrobenzofuran-3-yl)acetic acid derivatives, a key intermediate in the synthesis of the active pharmaceutical ingredient for GPR40 agonist, fasiglifam. Use of a cationic rhodium-Et-FerroTANE complex yielded the desired product in high enantiomeric excess (91%) and quantitative yield, and was thus recommended for further process development.
引用
收藏
页码:539 / 543
页数:5
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