Preparation of Protected α-Methoxyglycine and Its Incorporation into Peptide Synthesis
- 1 April 1990
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 19 (4) , 577-580
- https://doi.org/10.1246/cl.1990.577
Abstract
A protected α-methoxyglycine Cbz-DL-Gly(OMe)-OMe (1) was prepared from the N-chloro derivative of Cbz-Gly-OMe. Catalytic hydrogenolysis of 1 in the presence of a mixed anhydride prepared from a Boc-amino acid and ClCO2Bui gave a diastereomeric protected dipeptide containing the Gly(OMe) residue. The dermorphin analogs L-Tyr-D/L-Gly(OMe)-L-Phe-Gly-NH2 were synthesized.Keywords
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