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Synthesis of 3-aminoaspartic acid derivatives from glycine precursors

✍ Scribed by Yu Chen; Andrei K. Yudin

Book ID
104253807
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
133 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

3-Aminoaspartic acid derivatives 3 have been synthesized via stereoselective alkylation of a-acetyloxyglycine Schiff base 2 with the enolate of glycine anion equivalent 1 as a carbon nucleophile in the presence of Pd(OAc) 2 and BINAP at room temperature. High chemical yields and moderate stereoselectivities were observed. The enantiomeric excess of the dl diastereomer can be increased to 95% after a single recrystallization from isopropanol and hexanes.

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