1374402-57-9

Upstream product

• 1279109-29-3 NH-L-proline 9-fluorenylmethyl thioester 
• 1330059-31-8 N-tert-butoxycarbonyl-L-phenylalanyl-L-proline 9-fluorenylmethyl thioester 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 

Downstream Products

• 1330059-41-0 N-tert-butoxycarbonyl-L-phenylalanyl-L-prolyl-L-alanine ethyl ester 

Relevant academic research and scientific papers

In situ carboxyl activation using a silatropic switch: A new approach to amide and peptide constructions

The novel reactivity of O-silylthionoesters with amine nucleophiles to generate oxoamides (rather than thioamides) is described. A straightforward first-generation trimethylsilylation protocol using bistrimethylsilylacetamide (BSA) combined with the unique reactivity of the O-silylthionoesters toward 1° and 2° amines to generate oxoamides provides the simplest means of activating a thiol acid for peptide bond formation at neutral pH. Excellent stereoretention is observed.