公开(公告)号：US09796640B2

公开(公告)日：2017-10-24

申请号：US15115764

申请日：2015-02-02

Applicant: TOKYO UNIVERSITY OF SCIENCE FOUNDATION

Inventor： Isamu Shiina

IPC: C07B53/00 ,  C07C269/06 ,  C07D235/06 ,  C07D403/06 ,  C07D471/04 ,  C07D263/58 ,  C07D207/27 ,  C07C271/22 ,  C07B55/00 ,  C07D207/327 ,  C07D207/333 ,  C07D207/416 ,  C07D209/08 ,  C07D209/12 ,  C07D209/34 ,  C07D209/38 ,  C07D513/04 ,  C07D209/48 ,  C07D209/86 ,  C07D207/34

CPC classification number: C07B53/00 ,  C07B55/00 ,  C07B2200/07 ,  C07C269/06 ,  C07D207/27 ,  C07D207/327 ,  C07D207/333 ,  C07D207/34 ,  C07D207/416 ,  C07D209/08 ,  C07D209/12 ,  C07D209/34 ,  C07D209/38 ,  C07D209/48 ,  C07D209/86 ,  C07D235/06 ,  C07D263/58 ,  C07D403/06 ,  C07D471/04 ,  C07D513/04 ,  C07C271/22

Abstract: Provided is a method for producing an optically active carboxylic acid ester at a high yield and with high enantioselectivity using dynamic kinetic resolution, said optically active carboxylic acid ester having an α-nitrogen substituent. This method for producing an optically active carboxylic acid ester includes a step in which racemic carboxylic acid represented by formula (a) and a specific alcohol or phenol derivative are reacted in a polar solvent having a dipole moment of at least 3.5 in the presence of an acid anhydride and an asymmetric catalyst, one enantiomer of the racemic carboxylic acid is selectively esterified, and the other enantiomer is racemized. In formula (a), Ra1 represents a nitrogen-containing heteroaromatic ring group bonded to an assymetric carbon via a nitrogen atom constituting a ring, and Ra2 is an organic group.

公开(公告)号：US10696703B2

公开(公告)日：2020-06-30

申请号：US15519279

申请日：2015-10-28

Applicant: TOKYO UNIVERSITY OF SCIENCE FOUNDATION

Inventor： Isamu Shiina ,  Takayuki Tonoi

IPC: C07F9/655

Abstract: Provided are: eushearilides; a method for producing eushearilides; a production intermediate; and a pharmaceutical composition containing eushearilides. By having the Wittig reaction process, Mukaiyama Aldol reaction process and Macrolactonizaion process serve as key processes, eushearilides represented by formula (I) are efficiently produced.