Next Article in Journal / Special Issue
Synthesis and Biological Evaluation of a New Acyclic Pyrimidine Derivative as a Probe for Imaging Herpes Simplex Virus Type 1 Thymidine Kinase Gene Expression
Previous Article in Journal
Two New Chiratane-Type Triterpenoids from Swertia kouitchensis
Article Menu

Export Article

Open AccessArticle
Molecules 2013, 18(7), 8524-8534; doi:10.3390/molecules18078524

A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides

Medicinal Chemistry, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, Leuven 3000, Belgium
*
Author to whom correspondence should be addressed.
Received: 31 May 2013 / Revised: 10 July 2013 / Accepted: 16 July 2013 / Published: 18 July 2013
(This article belongs to the Special Issue Synthesis of Nucleosides, Nucleotides and Their Derivatives)
View Full-Text   |   Download PDF [237 KB, uploaded 18 June 2014]   |  

Abstract

Benzhydryl protection of primary and secondary alcohols has been reported previously via reaction with metal alcoholates. Our aim was to find generally useful and very mild conditions for the alcoholic protection and deprotection of nucleosides with the diphenylmethyl group. This was accomplished for some pyrimidine nucleosides using PdCl2 as the transition metal catalyst, and with optimization yields of 70–90% have been achieved. A lack of solubility of other nucleosides hampers its more general use.
Keywords: hydroxyl protecting group; palladium catalyst; nucleoside; diphenyl methyl hydroxyl protecting group; palladium catalyst; nucleoside; diphenyl methyl
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Saudi, M.; van Aerschot, A. A Straightforward Diphenylmethyl Protection Method and Deprotection of Some Pyrimidine Nucleosides. Molecules 2013, 18, 8524-8534.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top