Synthesis of N-acetyl-S-(3-coumarinyl)-cysteine methyl ester and HPLC analysis of urinary coumarin metabolites

Add time:08/15/2019    Source:sciencedirect.com

N-Acetyl-S-(3-coumarinyl)cysteine, a metabolite of coumarin in rodents, has been synthesized as methyl ester. A new synthetic route to prepare N-acetyl-S-(3-coumarinyl)-d,l-cysteine methyl ester (1) comprises reaction of 3-mercaptocoumarin (3) with N-acetyl-3-chloro-d,l-alanine methyl ester (4). N-acetyl-S-(4-coumarinyl)-l-cysteine (10) was obtained by reaction of 3-bromocoumarin (12) and N-acetyl-l-cysteine (13). A method for the determination of N-acetyl-S-(3-coumarinyl)cysteine as its methyl ester in urine by HPLC has been developed.

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