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Title:
PROTECTED L-CARNOSINE DERIVATIVE, L-CARNOSINE, AND METHOD FOR PRODUCING CRYSTALLINE L-CARNOSINE ZINC COMPLEX
Document Type and Number:
WIPO Patent Application WO/2019/049824
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide: a method for easily producing a protected L-carnosine derivative; and the like. A method for producing a protected L-carnosine derivative according to the present invention is characterized by comprising a step wherein a protected L-carnosine derivative represented by formula (3) is produced by reacting an acid anhydride represented by formula (1) and an L-histidine derivative represented by formula (2) with each other. (In the formulae, R1 represents a specific protected amino group; R2 represents a specific protected amino group or a branched group; each of R7 and R8 represents a hydrogen atom or a protecting group of an amino group; and R9 represents a hydrogen atom or a protecting group of a carboxyl group.)

Inventors:
YOKOO YOSHIHIRO (JP)
SEIKE YOSHIKI (JP)
SATO MAKOTO (JP)
TANAKA KENJI (JP)
SEKI MASAHIKO (JP)
Application Number:
PCT/JP2018/032603
Publication Date:
March 14, 2019
Filing Date:
September 03, 2018
Export Citation:
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Assignee:
TOKUYAMA CORP (JP)
International Classes:
C07D233/64; C07F3/06
Domestic Patent References:
WO2015119235A12015-08-13
Foreign References:
CN102702039A2012-10-03
CN101357884A2009-02-04
JPS6442471A1989-02-14
JP2007204397A2007-08-16
CN103319413A2013-09-25
JPS58188862A1983-11-04
Other References:
PIETTA, P. G. ET AL.: "beta -Alanyl-L-histidine", ANNALI DI CHIMICA, vol. 58, no. 11, 1968, pages 1431 - 1434, ISSN: 0003-4592
OKULOV, V. N. ET AL.: "Synthesis of new ferrocene derivatives with rod-like structure", MENDELEEV COMMUNICATIONS, vol. 25, no. 2, 2015, pages 111 - 113, XP055581105, ISSN: 0959-9436
COTRAIT,M ET AL.: "Synthesis, crystal structure and infrared spectra of beta-alanylaminomethylphosphonic acid", JOURNAL OF MOLECULAR STRUCTURE, vol. 50, no. 2, 1978, pages 313 - 324, ISSN: 0022-2860
SHIBA,T. ET AL.: "Synthesis and stereochemistry of hypusine, a new amino acid in bovine brain", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 55, no. 3, 1982, pages 899 - 903, XP001061582, ISSN: 0009-2673
LEWIS, C. A. ET AL.: "Catalytic site-selective synthesis and evaluation of a series of erythromycin analogs", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 18, no. 22, 2008, pages 6007 - 6011, XP025627192, ISSN: 0960-894X, DOI: doi:10.1016/j.bmcl.2008.09.019
MURAMATSU,I. ET AL.: "Studies on the synthesis of peptides by N,N'-dicyclohexylcarbodiimide", THE FORMATION OF BIS(N-ACYLAMINO ACID) ANHYDRIDES, vol. 80, 1959, pages 1497 - 1501, ISSN: 0369-5387
LIANG, X. ET AL.: "Poly (oxanorbornenedicarboximide) s dendronized with amphiphilic poly(alkyl ether) dendrons", JOURNAL OF POLYMER SCIENCE , PART A: POLYMER CHEMISTRY, vol. 52, no. 22, 2014, pages 3221 - 3239, XP055581112, ISSN: 0887-624X
Attorney, Agent or Firm:
SSINPAT PATENT FIRM (JP)
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