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Volumn 62, Issue 18, 2006, Pages 4430-4434

Short and efficient preparations of isoxazole-3-carboxylic acid and imino-oxopentanoic acid potent precursors of 4-hydroxyisoleucine

Author keywords

Achiral precursors; Organic phase; Stereoselective

Indexed keywords

2 HYDROXY 3 METHYL 4 OXOPENT 2 ENOIC ACID ETHYL ESTER; 2 HYDROXY 3 METHYL 4 OXOPENTANOIC ACID ETHYL ESTER; 2 HYDROXY 4 OXOPENT 2 ENOIC ACID ETHYL ESTER; 2 METHOXYIMINO 3 METHYL 4 OXOPENTANOIC ACID ETHYL ESTER; 2 METHOXYIMINO 4 OXOPENTANOIC ACID ETHYL ESTER; 3 ACETYL 2 HYDROXYBUT 3 ENOIC ACID ETHYL ESTER; 4 HYDROXYISOLEUCINE; 4,5 DIMETHYLISOXAZOLE 3 CARBOXYLIC ACID ETHYL ESTER; 5 HYDROXY 3,4 DIMETHYL 4,5 DIHYDROISOXAZOLE 5 CARBOXYLIC ACID ETHYL ESTER; CARBOXYLIC ACID DERIVATIVE; IMINOOXOPENTANOIC ACID; ISOXAZOLE 3 CARBOXYLIC ACID; UNCLASSIFIED DRUG; VALERIC ACID;

EID: 33646079888     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.02.056     Document Type: Article
Times cited : (11)

References (45)
  • 9
    • 1842534456 scopus 로고    scopus 로고
    • Other isomers of 4-hydroxyisoleucine are known as part of natural products. Syntheses of the corresponding molecules have been reported: (a)
    • Other isomers of 4-hydroxyisoleucine are known as part of natural products. Syntheses of the corresponding molecules have been reported: (a). Jamieson A.G., Sutherland A., and Willis C.L. Org. Biomol. Chem. 2 (2004) 808
    • (2004) Org. Biomol. Chem. , vol.2 , pp. 808
    • Jamieson, A.G.1    Sutherland, A.2    Willis, C.L.3
  • 25
    • 33646104858 scopus 로고    scopus 로고
    • Becht, J.-M.; Catala, C.; De Lamo Marin, S.; Wagner, A.; Mioskowski, C., patent PCT/FR03/03542, 2002.
  • 26
  • 33
    • 33646092955 scopus 로고    scopus 로고
    • note
    • Reaction of 2a in acidic medium (pH<6) leads to 3-ethoxy-3-hydroxy-4,5-dimethyl-3H-furan-2-one:{A figure is presented}
  • 34
    • 33646092012 scopus 로고    scopus 로고
    • note
    • (a) Compound 2a was isolated in the presence of a by-product, which is, as shown by mass spectrometry, a dimeric structure of 2a. (b) The addition of hydroxylamine hydrochloride and sodium acetate to a mixture of 2a and its dimer afforded compound 3b with a 92% isolated yield. This result confirms that 2a and its dimer exhibit the same reactivity.{A figure is presented}


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.