Abstract
This paper describes the development of an alternative route toward a hemiadipic acid pro-drug of buprenorphine. Buprenorphine was acylated with adipic acid monoethyl ester. A regioselective ester hydrolysis using C. antarctica lipase B cleaved the sterically less-hindered alkyl ester in the presence of the more labile phenolic ester. In this manner the pro-drug could be isolated in good yield and high purity.
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