Chemistry of Succinimido Esters. IV.

Abstract

A facile prepn. of N-succinimidyl carboxylates I [R = alkyl, (un)substituted Ph] and II (n = 3-8,10) using N,N'-disuccinimidyl carbonate (III) was developed. The reactions of RCO2H with III in the pyridine in MeCN gave the esters in good yield. N-Hydroxysuccinimide formed during a reaction and pyridine could be easily removed by treatment with H2O. No byproducts could be detected. The present method has advantages of high yields and purities of the esters compared with the method using DCC. [on SciFinder(R)]