Title:
METHOD FOR PRODUCING 2-ACETYL-1-PYRROLINE
Document Type and Number:
WIPO Patent Application WO/2023/176867
Kind Code:
A1
Abstract:
[Problem] To develop a new method for producing 2-acetyl-1-pyrroline. [Solution] 2-acetyl-1-pyrroline can be favorably produced through the step of reacting N-(tert-butoxycarbonyl)-L-proline with N,O-dimethylhydroxylamine. The reaction step is preferably a step in which N-(tert-butoxycarbonyl)-L-proline is reacted with 1,1-carbonyldiimidazole and N,O-dimethylhydroxylamine hydrochloride. By this production method, 2-acetyl-1-pyrroline can be easily produced.
Inventors:
SAWAE TOSHIKI (JP)
Application Number:
PCT/JP2023/009990
Publication Date:
September 21, 2023
Filing Date:
March 15, 2023
Export Citation:
Assignee:
NISSIN FOODS HOLDINGS CO LTD (JP)
International Classes:
C07D207/20
Domestic Patent References:
| WO2009038411A2 | 2009-03-26 | |||
| WO2021178420A1 | 2021-09-10 |
Foreign References:
| CN112812128A | 2021-05-18 |
Other References:
HOFMANN THOMAS, SCHIEBERLE PETER: "New and Convenient Syntheses of the Important Roasty, Popcorn-like Smelling Food Aroma Compounds 2-Acetyl-1-pyrroline and 2-Acetyltetrahydropyridine from Their Corresponding Cyclic α-Amino Acids", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 46, no. 2, 1 February 1998 (1998-02-01), US , pages 616 - 619, XP093091846, ISSN: 0021-8561, DOI: 10.1021/jf9706437
CHRISTOPH H. RÖHRIG; CAROLINE LOCH; JIA‐YING GUAN; GREGG SIEGAL; MARK OVERHAND: "Fragment‐Based Synthesis and SAR of Modified FKBP Ligands: Influence of Different Linking on Binding Affinity", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 2, no. 7, 31 May 2007 (2007-05-31), DE , pages 1054 - 1070, XP072418112, ISSN: 1860-7179, DOI: 10.1002/cmdc.200600296
SIVARAMAN BALASUBRAMANIAM, INDRAPAL AIDHEN: "The Growing Synthetic Utility of the Weinreb Amide", SYNTHESIS, THIEME CHEMISTRY, vol. 2008, no. 23, 1 December 2008 (2008-12-01), pages 3707 - 3738, XP055032179, ISSN: 00397881, DOI: 10.1055/s-0028-1083226
CHRISTOPH H. RÖHRIG; CAROLINE LOCH; JIA‐YING GUAN; GREGG SIEGAL; MARK OVERHAND: "Fragment‐Based Synthesis and SAR of Modified FKBP Ligands: Influence of Different Linking on Binding Affinity", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 2, no. 7, 31 May 2007 (2007-05-31), DE , pages 1054 - 1070, XP072418112, ISSN: 1860-7179, DOI: 10.1002/cmdc.200600296
SIVARAMAN BALASUBRAMANIAM, INDRAPAL AIDHEN: "The Growing Synthetic Utility of the Weinreb Amide", SYNTHESIS, THIEME CHEMISTRY, vol. 2008, no. 23, 1 December 2008 (2008-12-01), pages 3707 - 3738, XP055032179, ISSN: 00397881, DOI: 10.1055/s-0028-1083226
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