Beta
1248

New Synthesis of C- and N-Acyclic Nucleosides from 2-Hydrazinothienopyrimidone Derivatives

Article

Last updated: 22 Jan 2023

Subjects

-

Tags

-

Abstract

ACYCLIC N-nucleosides are prepared by heating under reflux 2-hydrazinocyclopentenothienopyrimidone 1 with aldopentoses in dioxane to give the corresponding acyclic N-nucleosides 2 and 3, which cyclized on stirring at room temperature in acetic anhydride/pyridine mixture to afford the corresponding protected tetra O-acetate C-nucleosides 4 and 5, respectively. De-acetylation of compound 4 and 5 afforded the free acyclic C-nucleosides 6 and 7, respectively. On the other hand, acyclic N-nucleosides 8 and 10 were obtained on treatment of 1 with aldohexoses in the same manner. The protected penta O-acetyl C-nucleosides 11-13 were obtained when stirred compounds 8-10 with acetic anhydride/pyridine mixture at room temperature. De-protection afforded the free acyclic C-nucleosides 14-16, respectively.

DOI

10.21608/ejchem.2010.1248

Keywords

2-Hydrazinocyclopentenothienopyrimidone, Acyclic N- nucleosides, O-acetyl C-nucleosides and Acyclic C-nucleosides

Volume

53

Article Issue

4

Related Issue

291

Issue Date

2010-08-01

Receive Date

2010-07-29

Publish Date

2010-08-30

Page Start

541

Page End

552

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_1248.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=1248

Order

6

Type Code

292

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

-

Details

Type

Article

Created At

22 Jan 2023