Synthesis of Purine and Pyrimidine 3‘-Amino-3‘-deoxy- and 3‘-Amino-2‘,3‘-dideoxyxylonucleosides - INSA Toulouse - Institut National des Sciences Appliquées de Toulouse Access content directly
Journal Articles Journal of Organic Chemistry Year : 1996

Synthesis of Purine and Pyrimidine 3‘-Amino-3‘-deoxy- and 3‘-Amino-2‘,3‘-dideoxyxylonucleosides

Synthesis of Purine and Pyrimidine 3'-Amino-3'-deoxy- and 3'-Amino-2',3'-dideoxyxylonucleosides.

Luis García-Alles
Julia Magdalena
  • Function : Author
Vicente Gotor
  • Function : Author

Abstract

A general procedure to obtain the 3'-aminoxylonucleosides 13a,b and 17a,b is presented. The synthetic scheme is based on the 5' directed intramolecular nucleophilic substitution at the 3'-activated position of the nucleoside. The approach of the incoming group to this position takes place regio- and stereoselectively from the most hindered face of the nucleoside. The methodology presented is applicable to ribonucleosides and 2'-deoxyribonucleosides, regardless of their nitrogenated base.

Dates and versions

hal-03367201 , version 1 (06-10-2021)

Identifiers

Cite

Luis García-Alles, Julia Magdalena, Vicente Gotor. Synthesis of Purine and Pyrimidine 3‘-Amino-3‘-deoxy- and 3‘-Amino-2‘,3‘-dideoxyxylonucleosides. Journal of Organic Chemistry, 1996, 61 (20), pp.6980-6986. ⟨10.1021/jo9606259⟩. ⟨hal-03367201⟩

Collections

INSA-TOULOUSE
7 View
0 Download

Altmetric

Share

Gmail Mastodon Facebook X LinkedIn More