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Patent Searching and Data


Title:
METHOD FOR PREPARING CHIRAL Α-AMINONITRILE USING A CATALYST FOR A STRECKER REACTION
Document Type and Number:
WIPO Patent Application WO/2012/153991
Kind Code:
A3
Abstract:
The present invention relates to a method for preparing chiral α-aminonitrile through a strecker reaction by using a cyanide source under a catalyst having Chemical Formula 1 or Chemical Formula 2 of ethylene glycol derivatives. According to the present invention, chiral α-aminonitriles having various structures and high stereoselectivity can be synthesized. In addition, (R)-type α-aminonitrile, which is a precursor of a synthetically obtainable amino acid, (R)-α-amino acid, can be synthesized to have high optical purity. As the cyanide source, an alkali metal cyanide having good thermal stability, good storing properties, low cost and easy-to-use properties can be used solely, or a combination of the alkali metal cyanide and an alkali metal sulfinate or sulfinic acid can be used. The method according to the present invention is very useful in industrial development, very economical, and simple.

Inventors:
SONG CHOONG-EUI (KR)
OH JOONGSUK (KR)
YAN HAILONG (KR)
Application Number:
PCT/KR2012/003666
Publication Date:
March 21, 2013
Filing Date:
May 10, 2012
Export Citation:
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Assignee:
UNIV SUNGKYUNKWAN FOUND (KR)
SONG CHOONG-EUI (KR)
OH JOONGSUK (KR)
YAN HAILONG (KR)
International Classes:
C07C253/30; B01J31/02; C07B57/00; C07C255/30
Foreign References:
KR820000624B11982-04-19
Other References:
HERRERA, RAQUEL P. ET AL.: "Phase Transfer Catalyzed Enantioselective Strecker Reactions of a-Amino Sulfones with Cyanohydrins.", J. ORG. CHEM., vol. 71, 2006, pages 9869 - 9872
LEE, JI WOONG ET AL.: "Bis-Terminal Hydroxy Polyethers as All-Purpose, Multifunctional Organic Promoters: A Mechanistic Investigation and Applicaiton.", ANGEW. CHEM. INT. ED., vol. 48, 2009, pages 7683 - 7686
OOI, TAKASHI ET AL.: "Asymmetric Strecker Reaction of Aldimines Using Aqueous Potassium Cyanide by Phase-Transfer Catalysis of Chiral Quaternary Ammonium Salts with a Tetranaphthyl Backbone.", J. AM. CHEM. SOC., vol. 128, 2006, pages 2548 - 2549
Attorney, Agent or Firm:
DAWOOL PATENT AND LAW FIRM (Hyejeon Bldg. 224 Bongeunsa-ro Gangnam-gu, Seoul 135-913, KR)
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Claims: