Synthesis of 6‐Substituted 1‐Deazapurine 2′‐Deoxyribonucleosides | Zendy

Wenzel Thomas | Zendy; Seela Frank | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Synthesis of 6‐Substituted 1‐Deazapurine 2′‐Deoxyribonucleosides

Author(s) -

Wenzel Thomas,

Seela Frank

Publication year - 1996

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19960790117

Subject(s) - chemistry , deoxyribonucleosides , structural isomer , glycosylation , pyridine , stereochemistry , nuclear magnetic resonance spectroscopy , fluorine 19 nmr , chemical shift , organic chemistry , biochemistry , enzyme

The synthesis of 6‐substituted 1‐deazapurine 2′‐deoxyribonucleosides is described. Glycosylation of the 1‐deazapurine (imidazo[4,5‐ b ]pyridine) anions with the α‐ D ‐halogenose 5 gives stereoselectively N 7 ‐ and N 9 ‐ regioisomers. 1 H‐NMR NOE and 13 C‐NMR spectroscopy are used for unambiguous assignment of isomers, and 15 N‐NMR chemical shifts are correlated with σ para Hammett constants and point charges.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research