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α-methyl amino acids by catalytic phase-transfer alkylations

✍ Scribed by Martin J. O'Donnell; Brigitte LeClef; David B. Rusterholz; Léon Ghosez; Jean-Pierre Antoine; Mirtha Navarro


Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
195 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis


The a-methyl amino acids, a-methyl p-chlorophenylalanine, a-methyl p-tyrosine, amethyl m-tyrosine and a-methyl DOPA have been prepared in good yields from amino ester hydrochlorides.

The key step in the method is the catalytic phase-transfer alkylation of Schiff base derivatives of monoalkyl amino acids.


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Synthesis of α-alkyl and α-functionalize
✍ P. Bey; J.P. Vevert 📂 Article 📅 1977 🏛 Elsevier Science 🌐 French ⚖ 186 KB

As part of our program aimed at the design of specific enzyme inhibitors, we have been interested in the synthesis of a-alkyl substituted-u-amino acids of type 1 (Y -H or heteroatom functions). R CH3 The classical route to a-alkyl substituted-a-amino acids consists of a Bucherer or a Strecker reacti