4865-47-8

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 108-95-2 phenol 
• 500-73-2 phenyl trifluoroacetate 

Downstream Products

• 1161-13-3 N-Cbz-L-Phe 
• 69193-13-1 Cbz-L-Phe-L-Leu-NH₂ 
• 23828-09-3 N-(benzyloxycarbonyl)-L-phenylalanyl-L-serine methyl ester 

Relevant academic research and scientific papers

A general and efficient route for chemical aminoacylation of transfer RNAs

A general and expedient procedure for the synthesis of aminoaeyl tRNA has been developed. The preparation of aminoacyl dCpA in one step and in high yield by reaction of the cyanomethyl active esters of N-protected α-amino with pdCpA is detailed. The preparation and photodeprotection of aminoacyl pdCpA derivatives containing nitroveratryl (NVOC) N-protected amino acids is also studied. The utility of the above methods for preparing aminoacyl tRNA was confirmed by enzymatically ligating NVOC-phenylalanyl pdCpA to tRNA-COH followed by photolysis to provide unprotected phenylalanyl tRNA. The phenylalanyl tRNA shown to be competent in an in vitro protein biosynthesis system. These protocols greatly simplify the use of chemically misacylated tRNAs in the synthesis of proteins containing unnatural ainino acids, as well as in studies of protein biosynthesis.

ACTIVATION OF A CARBOXY GROUP BY DIALKYL PYROCARBONATES. SYNTHESIS OF SYMMETRICAL ANHYDRIDES AND ARYL ESTERS OF N-PROTECTED AMINO ACIDS USING DI-tert-BUTYL PYROCARBONATE AS CONDENSING REAGENT

It has been shown that di-tert-butyl pyrocarbonate can be used as a condensing reagent in the production of anhydrides and some aryl esters of carboxylic acids.The synthesis of anhydrides and of phenyl, p-nitrophenyl, β-naphtyl, and quinolin-8-yl esters of N-protected amino acids is described.