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Preparation of pyrimidine alkenyl acyclic nucleoside phosphonoamidates

Pileggi, Elisa, Serpi, Michaela and Pertusati, Fabrizio 2018. Preparation of pyrimidine alkenyl acyclic nucleoside phosphonoamidates. Current Protocols in Nucleic Acid Chemistry 74 (13-14) , e56. 10.1002/cpnc.56
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Abstract

This synthetic protocol describes two strategies for the preparation of pyrimidine alkenyl acyclic nucleoside phosphonoamidates (ANPs), including linear and trisubstituted alkenyl derivatives. For the first procedure, a bis‐trimethylsilyl ester of the parent alkenyl ANPs is the key intermediate that reacts with the desired amino acid ester and aryl alcohol. For the second procedure, an allyl phosphonoamidate bearing the ProTide promoieties is the key synthon employed as olefin partner for a cross‐metathesis reaction with an alkylated nucleobase.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Pharmacy
Publisher: Wiley
ISSN: 1934-9270
Date of First Compliant Deposit: 30 July 2018
Date of Acceptance: 10 May 2018
Last Modified: 28 May 2019 11:24
URI: http://orca.cf.ac.uk/id/eprint/113714

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