Title:
PROCESS FOR PRODUCING ASPARTAME DERIVATIVE, CRYSTALS THEREOF, NOVEL PRODUCTION INTERMEDIATES THEREFOR AND PROCESS FOR PRODUCING THE INTERMEDIATE
Document Type and Number:
WIPO Patent Application WO/2001/027142
Kind Code:
A1
Abstract:
3-(3-Hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde is produced by a reaction whereby the carboxyl group in 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyric acid, which can be obtained by reacting a 2-halogenoanisole with 3-methylcrotonic acid and converting the halogen atom in the thus produced 3-(3-halogeno-4-methoxyphenyl)-3-methylbutyric acid into a hydroxyl group, is converted into a formyl group. By a reductive alkylation reaction with aspartame, this aldehyde derivative can be easily and efficiently converted on an industrial scale into N-[N-[3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl]-L-$g(a)-aspartyl]-L-phenylalanine 1-methyl ester which is useful as a sweetener having a high degree of sweetness. Thus, the aldehyde derivative is highly excellent as an intermediate for the production of the sweetener.
Inventors:
KAWAHARA SHIGERU (JP)
NAGASHIMA KAZUTAKA (JP)
MORI KENICHI (JP)
TAKEMOTO TADASHI (JP)
ONO ERIKO (JP)
NAGASHIMA KAZUTAKA (JP)
MORI KENICHI (JP)
TAKEMOTO TADASHI (JP)
ONO ERIKO (JP)
Application Number:
PCT/JP2000/006933
Publication Date:
April 19, 2001
Filing Date:
October 04, 2000
Export Citation:
Assignee:
AJINOMOTO KK (JP)
KAWAHARA SHIGERU (JP)
NAGASHIMA KAZUTAKA (JP)
MORI KENICHI (JP)
TAKEMOTO TADASHI (JP)
ONO ERIKO (JP)
KAWAHARA SHIGERU (JP)
NAGASHIMA KAZUTAKA (JP)
MORI KENICHI (JP)
TAKEMOTO TADASHI (JP)
ONO ERIKO (JP)
International Classes:
A23L27/30; C07C45/41; C07C45/79; C07C47/277; C07C51/367; C07C59/64; C07K5/072; C07K5/075; (IPC1-7): C07K5/075; C07K1/113; C07C47/277; C07C43/23; C07C45/41; C07C45/64; C07C59/64; C07K1/14; A23L1/236
Domestic Patent References:
| WO2000017230A1 | 2000-03-30 | |||
| WO1994011391A1 | 1994-05-26 | |||
| WO1999052937A1 | 1999-10-21 | |||
| WO2000000508A1 | 2000-01-06 |
Foreign References:
| JPS60193940A | 1985-10-02 |
Other References:
WINSTEIN S. ET AL.: "Aryl participation in the solvolysis of some gem-dimethyl-substituted 4-aryl-1-alkyl p-bromobenzenesulfonates", J. ORG. CHEM., vol. 37, no. 6, 1972, pages 825 - 836, XP002935130
See also references of EP 1219633A4
See also references of EP 1219633A4
Attorney, Agent or Firm:
Ishida, Yasumasa (7th Floor 20-12 Shin-Yokohama 3-chome Kohoku-ku, Yokohama-shi Kanagawa-ken, JP)
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