Isotope labeled ‘HEA Moiety’ in the synthesis of labeled HIV‐protease inhibitors – Part 1

Abstract

Abstract[(S)‐1′‐((N‐tert‐Butyloxycarbonyl)amino)‐2S‐[2H5]phenyl‐ethyl]oxirane 11, made from [2H5]‐bromobenzene, was transformed into the HIV‐protease inhibitors [2H5]‐DPH 153893 and [2H5]‐DPH 140662. Both compounds are members of the hydroxyethylamine class of protease inhibitors (HIV‐PIs). The method of synthesis is applicable to members of this class and the HEE group of HIV‐PIs. Copyright © 2004 John Wiley & Sons, Ltd.

Isotope labeled ?HEA/HEE? moiety in the synthesis of labeled HIV-protease inhibitors?Part II

“…5 It involved the reaction of isobutylamine with the epoxide 1, formation of the 4-nitrobenzenesulfonamide derivative followed by the removal of the Boc group to yield the methanesulfonic acid salt, 2.…”

An environmentally benign approach for the synthesis of bifunctional sulfonamide-amide compounds via isocyanide-based multicomponent reactions

“…1 Compounds that contain both sulfonamide and amide functional groups are an important category of pharmaceutical compounds with a broad spectrum of biological activities. Some of these compounds exhibit various types of biological properties such as histone deacetylase, 2 Hepatitis C virus, 3 HIV-protease, 4 and b-secretase (BACE1) inhibitors. 5 Biologically important examples include the inhibitors of the avb3 integrin (A), 6 glycine transporter 1(GlyT1) (B), 7 matriptase (C) 8 and as a cholecystokinin type 2 receptor (CCK2R) (D) 9 (Fig.…”