128301-65-5

Upstream product

• 3291-46-1 (2S,3S)-diethyl oxirane-2,3-dicarboxylate 
• 42406-77-9 L-tyrosine benzyl ester 
• 63734-73-6 ethyl (2S,3S)-2,3-epoxysuccinate 
• 53587-11-4 L-tyrosine benzyl ester p-toluenesulfonate 

Downstream Products

• 245660-13-3 (+)-(2S,3S)-3-{[(1S)-1-Carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}oxiran-2-carbonsaeure-ethylester 

Relevant academic research and scientific papers

Configuration and enantioselective synthesis of the fungal metabolite WF14861

A short enantioselective synthesis of the cathepsine inhibitor WF14861 (1) from the funghi Colletotrichum sp. as well as of its diasteroisomer 21 is presented. Comparison of the NMR data of the final products and, in particular, of the [α]D values of the intermediates allowed the confirmation of the formerly proposed structure 1. In addition, the so far unknown absolute configuration of all three stereogenic centres of WF14861 could be established by this synthesis.

A new synthesis of peptidyl epoxysuccinates for probing cysteine protease-inhibitor P3/S3 binding interactions

A new synthesis of peptidyl epoxysuccinates has been developed involving the N-acylation of amino acid benzyl esters (12) with the tartrate ester derived epoxy acid 13 followed by deprotection of the benzyl esters and acylation with amines 21-28. This syn