[Methyl-(toluene-4-sulfonyl)-amino]-acetic acid → N-(toluene-4-sulfonyl)sarcosyl-N-methylphenylalanine methyl ester

Participants

Reaction Steps

N-(Toluene-4-sulfonyl)sarcosine was coupled to N-methyl-L-phenylalanine methyl ester using the procedure described in Method 3 to give N-(toluene-4-sulfonyl)sarcosyl-N-methylphenylalanine methyl ester. The title compound was prepared via hydrolysis of the methyl ester using LiOH in THF/water. Proton and carbon NMR analysis indicated a mixture of amide bond rotomers in about a 65:35 ratio.

Provenance & Evidence