METHOD FOR PRODUCING OPTICALLY ACTIVE MONOESTER OF 1,2,3-TRIOL COMPOUND

Title:

METHOD FOR PRODUCING OPTICALLY ACTIVE MONOESTER OF 1,2,3-TRIOL COMPOUND

Document Type and Number:

WIPO Patent Application WO/2015/072290

Kind Code:

A1

Abstract:

Provided is a method for producing a mono active ester in a simple and selective manner using a 1,2,3-triol as a raw material. In a method for producing a 1,2,3-triol optically active monoester compound according to the present invention, a 1,2,3-triol compound represented by formula (1) (wherein R1 to R3 independently represent a hydrogen atom, a substituted or unsubstituted hydrocarbon group, a substituted or unsubstituted heterocyclic group, a group composed of at least one type of the above-mentioned hydrocarbon group and/or the above-mentioned heterocyclic group and at least one linking group, or the like) is reacted with an organic acid halide in the presence of an optically active bisoxazoline ligand, a monovalent or bivalent copper compound and a base, thereby producing a 1,2,3-triol optically active monoester compound represented by formula (2) (wherein R1 to R3 are as defined above; OX represents an organic acid ester group; and * represents an asymmetric carbon atom).

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Inventors:

ONOMURA OSAMU (JP)
TAKEMOTO YUKI (JP)
MIYAMOTO KEISUKE (JP)
ITO MASAAKI (JP)

Application Number:

PCT/JP2014/077862

Publication Date:

May 21, 2015

Filing Date:

October 20, 2014

Export Citation:

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Assignee:

UNIV NAGASAKI (JP)
DAICEL CORP (JP)

International Classes:

C07C303/28; C07C309/73; C07C309/74; C07B53/00; C07B61/00

Foreign References:

JP2008290981A

2008-12-04

Other References:

ANGEW. CHEM. INT. ED., vol. 46, no. 15, 2007, pages 2616 - 2618
SYNLETT, 2008, pages 2526 - 2528
TETRAHEDRON, vol. 56, 2000, pages 7291 - 7298
FAT SCI. TECHNOL., vol. 90, no. 8, 1988, pages 292 - 295
CHEM. PHARM. BULL., vol. 39, no. 8, 1991, pages 1972 - 1982

Attorney, Agent or Firm:

GOTO, YUKIHISA (JP)
Yukihisa Goto (JP)

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