N-trifluoroacetyl-beta-alanine in the synthesis of carnosine

作者：Cherevin M S^*; Zubreichuk Z P; Popova L A; Gulevich T G; Knizhnikov V A

来源：Russian Journal of General Chemistry, 2007, 77(9): 1576-1579.

DOI：10.1134/S1070363207090125

Conditions have been developed for the synthesis of N-trifluoroacetyl-beta- alanine, N-tifluoroacetylalanyl chloride, and N-trifluoroacetyl- alanine 4-nitrophenyl ester. These compounds reacted with histidine methyl ester or sodium salt to give N-trifluoroacetyl-beta-alanyl-L-histidine methyl ester CF3CONHCH2CH2 center dot CONHCH( CH2C3H3N2) COOCH3 and N-trifluoroacetyl-beta-alanyl-L-histidine CF3CONHCH2CH2CONHCH center dot(CH2C3H3N2) COOH. Their hydrolysis with a solution of sodium hydroxide in aqueous ethanol, followed by acidification with trifluoroacetic acid, led to the formation of beta-alanyl-L-histidine (L-carnosine).

• 出版日期2007-9