Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE AMINE COMPOUND
Document Type and Number:
WIPO Patent Application WO/2017/154738
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a novel method for producing an optically active amine compound that is useful as an intermediate for a medicine, an agrochemical, an electronic material and the like.
A method for producing an optically active amine compound without requiring a step of introducing a protecting group for an amino group or a deprotection step, said method using an enamine compound represented by formula (4) which is substituted by a C1-C3 perfluoroalkyl group such as a trifluoromethyl group as a starting raw material, and comprising reacting the enamine compound with a hydrogen gas in an alcohol solvent in the presence of an optically active ruthenium complex catalyst.
Inventors:
KONDO SHOICHI (JP)
KURIHARA KAZUNORI (JP)
NISHIMURA TAKUYA (JP)
YAMAMOTO AKIO (JP)
UNI MIYUKI (JP)
TAKAHASHI KEIJI (JP)
KURIHARA KAZUNORI (JP)
NISHIMURA TAKUYA (JP)
YAMAMOTO AKIO (JP)
UNI MIYUKI (JP)
TAKAHASHI KEIJI (JP)
Application Number:
PCT/JP2017/008333
Publication Date:
September 14, 2017
Filing Date:
March 02, 2017
Export Citation:
Assignee:
NISSAN CHEMICAL IND LTD (JP)
International Classes:
C07C227/32; C07C229/20; B01J31/24; C07B53/00; C07B61/00
Foreign References:
| JP2004075684A | 2004-03-11 | |||
| JP2012162484A | 2012-08-30 |
Other References:
YASUHIRO ISHIDA ET AL.: "A practical method to access enantiopure beta-perfluoroalkyl-beta-amino acids: diastereoselective reduction of cyclic enamino-esters", TETRAHEDRON LETTERS, vol. 50, no. 17, 2009, pages 1889 - 1892, XP025972732
WENBIAO CEN ET AL.: "A convenient synthesis of perfluoroalkylated enamines and vinyl phosphonates", JOURNAL OF FLUORINE CHEMISTRY, vol. 73, no. 2, 1995, pages 161 - 164, XP004020532
FLORENT HUGUENOT ET AL.: "Convenient Asymmetric Synthesis of beta-Trifluoromethyl-beta-amino Acid, beta- Amino Ketones, and γ-Amino Alcohols via Reformatsky and Mannich-Type Reactions from 2- Trifluoromethyl-1,3-oxazolidines", JOURNAL OF ORGANIC CHEMISTRY, vol. 71, no. 5, 2006, pages 2159 - 2162
WENBIAO CEN ET AL.: "A convenient synthesis of perfluoroalkylated enamines and vinyl phosphonates", JOURNAL OF FLUORINE CHEMISTRY, vol. 73, no. 2, 1995, pages 161 - 164, XP004020532
FLORENT HUGUENOT ET AL.: "Convenient Asymmetric Synthesis of beta-Trifluoromethyl-beta-amino Acid, beta- Amino Ketones, and γ-Amino Alcohols via Reformatsky and Mannich-Type Reactions from 2- Trifluoromethyl-1,3-oxazolidines", JOURNAL OF ORGANIC CHEMISTRY, vol. 71, no. 5, 2006, pages 2159 - 2162
Attorney, Agent or Firm:
SENMYO Kenji et al. (JP)
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