Abstract

BCNU, N, N′-bis(2-chloroethyl)- N-nitrosourea is known to produce 3-hydroxy-ethylcytidine and 3, N 4-ethanocytidine when it reacts with polycytidylic acid. The nucleoside, 3, N 4-ethanocytidine, presumably results from cyclization of 3-chloroethylcytidine formed initially by transfer of chloroethyl carbonium ions from BCNU to cytidine. In order to study the significance of this unusual derivative, we have synthesized 3, N 4-ethanocytidine and converted it to the corresponding 5′-mono- and diphosphates. 3, N 4-Ethanocytidine diphosphate has been succesfully converted to a high molecular weight polymer.

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