Title:
A manufacturing method of a 5 membered-ring content compound
Document Type and Number:
Japanese Patent JP6003885
Kind Code:
B2
Abstract:
The present invention provides a method that allows production of stereospecific and asymmetrical five-membered ring-containing compounds serving as synthetic intermediates for formation of five-membered rings of prostaglandins and the like, with high yield and excellent stereoselectivity in terms of diastereoselectivity and enantioselectivity in a short process without requiring troublesome procedures such as optical resolution. The method for producing a five-membered ring-containing compound includes a cyclization step of condensing and cyclizing an ±, ²-unsaturated nitro compound represented by the following chemical formula (I) with a 1,4-butanedione compound, in the presence of a catalyst formed by a compound having a pyrrolidine ring and an optically active ±-carbon relative to the nitrogen on the ring, in a water-insoluble organic solvent and/or a non-oxygen atom-containing water-soluble organic solvent so as to produce the five-membered ring-containing compound represented by the following chemical formula (II).
Inventors:
Yujiro Hayashi
Application Number:
JP2013512471A
Publication Date:
October 05, 2016
Filing Date:
April 27, 2012
Export Citation:
Assignee:
Ono Pharmaceutical Co., Ltd.
International Classes:
C07C201/12; C07C205/18; C07C205/33; C07C205/44; C07C205/55; C07D307/42
Domestic Patent References:
| JP2009091257A | 2009-04-30 |
Other References:
JPN6012026585; Ａｎｇｅｗａｎｄｔｅ Ｃｈｅｍｉｅ． Ｉｎｔｅｒｎａｔｉｏｎａｌ Ｅｄｉｔｉｏｎ Ｖｏｌ．４６， Ｎｏ．２６, 2007, ｐ．４９２２-４９２５
JPN6016029175; Ｔｅｔｒａｈｅｄｒｏｎ Ｌｅｔｔｅｒｓ Ｖｏｌ．４８， Ｎｏ．３３, 2007, ｐ．５８０３-５８０６
JPN6016029176; Ｏｒｇａｎｉｃ Ｌｅｔｔｅｒｓ Ｖｏｌ．１２， Ｎｏ．１２, 2010, ｐ．２６８２-２６８５
JPN6016029175; Ｔｅｔｒａｈｅｄｒｏｎ Ｌｅｔｔｅｒｓ Ｖｏｌ．４８， Ｎｏ．３３, 2007, ｐ．５８０３-５８０６
JPN6016029176; Ｏｒｇａｎｉｃ Ｌｅｔｔｅｒｓ Ｖｏｌ．１２， Ｎｏ．１２, 2010, ｐ．２６８２-２６８５
Attorney, Agent or Firm:
Yoshio Komiya
Hiroyuki Onishi
Hiroyuki Onishi