Synthesis of an aromatic hydrocarbon diol epoxide–cytosine adduct, 5′-O-(9-phenylxanthen-9-yl)-N4-[(±)-1β,2α,3α-triacetoxy-1,2,3,4-tetrahydro-4β-naphthyl]-2′-deoxycytidine, suitable for incorporation into synthetic oligodeoxyribonucleotides
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 2745-2750
- https://doi.org/10.1039/p19880002745
Abstract
The first total synthesis of a model polyaromatic hydrocarbon diol epoxide–cytosine adduct is described, suitable for incorporation into oligodeoxyribonucleotide synthesis. An approach to control the relative stereochemistry of the diol epoxide–nucleoside adduct is discussed. This synthesis yields 5′-O-(9-phenylxanthen-9-yl)-N4-[(±)-1β,2α,3α-triacetoxy-1,2,3,4-tetrahydro-4β-naphthyl]-2′-deoxycytidine as a mixture of diastereoisomers.This publication has 14 references indexed in Scilit:
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