Phosphinyl- and Phosphinothioylamino Acids and Peptides. VIII. New Practical Removal Conditions for the S-Mpt Group and their Application for the Synthesis of Bis[N,N-diallyl-[d-Ala2, l-Leu5]-enkephalyl]cystine
- 1 August 1984
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 57 (8) , 2156-2161
- https://doi.org/10.1246/bcsj.57.2156
Abstract
Synthesis of bis[N,N-diallyl-[d-Ala2, l-Leu5]-enkephalyl]cystine, which is expected to be a selective opioid δ-receptor antagonist, was studied. The mercapto group of cysteine was protected by the dimethylphosphinothioyl(Mpt) group. For the removal of this group without damaging the allyl moiety, new mild removal conditions by use of KF/18-crown-6 in a solvent mixture of acetonitrile–methanol are proposed. Bis[d-Ala2, l-Leu5]-enkephalyl]cystine was also prepared in a similar manner.This publication has 9 references indexed in Scilit:
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