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Title:
METHOD FOR PRODUCING 1-AMINO-1-ALKOXYCARBONYL-2-VINYLCYCLOPROPANE
Document Type and Number:
WIPO Patent Application WO/2011/102388
Kind Code:
A1
Abstract:
Provided is a novel method for producing (1R,2S)/(1S,2R)-1-amino-1-alkoxycarbonyl-2-vinylcyclopropane which is useful as an intermediate for synthesizing a therapeutic agent for hepatitis C, and also provided is a novel method for producing an intermediate for synthesizing (1R,2S)/(1S,2R)-1-amino-1-alkoxycarbonyl-2-vinylcyclopropane. According to the methods, when a trans-2-butene derivative having a leaving group at each of the 1- and 4-positions is reacted with a malonic acid ester in the presence of a base, a specific amount of an alkali metal alkoxide or an alkali metal hydride is used as the base, and further a specific amount of a malonic acid ester is used to produce a cyclopropane diester, and further, chiral or achiral 1-amino-1-alkoxycarbonyl-2-vinylcyclopropane and a salt thereof are synthesized using the cyclopropane diester.

Inventors:
ASUMA YUUKI (JP)
SUZUKI TATSUYA (JP)
TAKEHARA JUN (JP)
HIDAKA TSUGIHIKO (JP)
ASADA KUNIKO (JP)
MIYAKE RYOMA (JP)
DEKISHIMA YASUMASA (JP)
KAWABATA HIROSHI (JP)
Application Number:
PCT/JP2011/053285
Publication Date:
August 25, 2011
Filing Date:
February 16, 2011
Export Citation:
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Assignee:
API CORP (JP)
ASUMA YUUKI (JP)
SUZUKI TATSUYA (JP)
TAKEHARA JUN (JP)
HIDAKA TSUGIHIKO (JP)
ASADA KUNIKO (JP)
MIYAKE RYOMA (JP)
DEKISHIMA YASUMASA (JP)
KAWABATA HIROSHI (JP)
International Classes:
C07C67/343; C07C67/313; C07C69/743; C07C227/04; C07C227/32; C07C229/48; C12N15/09; C12P7/62; C07B53/00; C07B57/00; C07B61/00
Domestic Patent References:
WO2000064490A12000-11-02
WO2010041739A12010-04-15
Foreign References:
JPS63150249A1988-06-22
JPH01268634A1989-10-26
US4328168A1982-05-04
JPS5645425A1981-04-25
JP2005072209A2005-03-17
JP2009525320A2009-07-09
JPS5645425A1981-04-25
US4252739A1981-02-24
JP2005034025A2005-02-10
Other References:
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See also references of EP 2537825A4
Attorney, Agent or Firm:
SIKs & Co. (JP)
Patent business corporation patent firm Sykes (JP)
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Claims: