Preparation of d,l-phenylalanine by amidocarbonylation of benzyl chloride

Journal of Organic Chemistry

Volumn 61, Issue 5, 1996, Pages 1842-1846

  De Vries, Johannes G ^a   De Boer, René P ^a   Hogeweg, Marjo ^a   Gielens, Esther E C G ^a  

^a DSM RESEARCH   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

PHENYLALANINE;

AMINO ACID SYNTHESIS; ARTICLE; TECHNIQUE;

EID: 0029871624     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951802t     Document Type: Article

References (20)

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2. The following abbreviations were used: Z-Asp-OH = N-(Benzyloxycarbonyl)aspartic acid, H-Phe-OH = phenylalanine, H-Phe-OMe = Phenylalanine methyl ester, Ac-Phe-OH = N-acetylphenylalanine, DMF = dimethylformamide, MIBK = methyl isobutyl ketone, EtOAc = ethyl acetate, BzCl = benzyl chloride, HOAc = acetic acid.
3. Wakamatsu, H.; Uda, J. and Yamakami, N. J. Chem. Soc., Chem. Commun. 1971, 1540.
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13. MIBK, acetone, EtOAc, dioxane, DMF, and toluene where tested.
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18. 2: conv 17%, sel 24%, yield N-Ac-Phe-OH: 8%.
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