193339-06-9

Upstream product

• 100-39-0 benzyl bromide 
• 193338-94-2 (5S,1'S)-carbetoxy-5-<1-<<(1',1-dimethylothoxy)carbonyl>amino>-2-phenylmethyl>dihydrofuran-2(3H)-one 

Downstream Products

• 98818-41-8 (3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one 
• 98818-73-6 N^α-<5-<α-(t-Boc-amino)-L-phenylalanyl-L-phenylalanyl>amino>-4-hydroxy-6-phenyl-2-(phenylmethyl)hexanoyl>-L-leucyl-L-phenylalanine amide 

Relevant academic research and scientific papers

A Stereocontrolled Synthesis of Hydroxyethylene Dipeptide Isosteres Using Novel, Chiral Aminoalkyl Epoxides and γ-(Aminoalkyl) γ-Lactones

A stereocontrolled synthesis of the hydroxyethylene dipeptide isosteric unit 1 is described.This synthesis is capable of providing all eight stereoisomers of 1 and is amenable to variation of substituents R1 and R2.Also described are the novel chiral epoxides 2 and substituted γ-lactones 3, key intermediates in this synthesis having potentially broad application.

HIV-1 protease inhibitors based on hydroxyethylene dipeptide isosteres: An investigation into the role of the P1' side chain on structure-activity

A systematic investigation was undertaken to determine the role of the P1' sidechain in a series of hydroxyethylene isostere based inhibitors of HIV-1 protease. Substitution and homologation of the benzyl P1' side chain of the Phe-Phe isostere based pseudo peptides 1 (L-682,679) and 2 (L-685,434) with various heteroalkyl groups leads to a series of extremely potent inhibitors of the enzyme. Several examples of the most potent inhibitors were very effective in an ex vivo cell based viral spread assay using human H9 T- lymphocytes and the IIIb isolate of HIV-1. Compound 19 is 120 times more potent than 1 and 16 times more potent than 2 in inhibiting the spread of infection in this assay.