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Facile N-Urethane-Protected α-Amino/Peptide Thioacid Preparation Using EDC and Na2S

T. M. Vishwanatha, M. Samarasimhareddy, Vommina V. Sureshbabu*

*Peptide Research Laboratory, Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B. R. Ambedkar Veedhi, Bangalore - 560 001, India, Email: sureshbabuvomminarediffmail.com

T. M. Vishwanatha, M. Samarasimhareddy, V. V. Sureshbabu, Synlett, 2012, 23, 89-92.

DOI: 10.1055/s-0031-1290091 (free Supporting Information)


Abstract

An efficient, fast and convenient protocol for the synthesis of N-urethane-protected α-amino/peptide thioacids from their corresponding acids and Na2S is mediated by EDC. The chemistry is compatible with a wide variety of urethane protecting groups, side-chain functionalities, and sterically hindered amino acids.

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Key Words

N-urethane-protected α-amino thioacids, thioacids, carbodiimides, sodium sulfide


ID: J60-Y2012-0090