Abstract
An important product of CYP-450 catalyzed N-demethylation of diltiazem is the primary amine didesmethyldiltiazem. An efficient two-step synthesis of this metabolite was developed via N-alkylation of (2S,3S)-cis-3-acetoxy-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4-(5H)-one with 2-(t-Boc-amino)ethyl bromide (K 2 CO 3 ) followed by removal of the t-Boc protecting group using TFA. This method avoids the use of a nitrogen mustard electrophile (2-bromoethylamine) and the problematic selective O-acetylation of the HCl salt of the intermediate primary amino alcohol, thus providing the necessary metabolic standard.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
