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Synthesis of 3‐(6‐alkylaminopurin‐9‐yl)‐2,3‐dideoxy‐D‐ thero ‐pentopyranoses and their reduction to 3‐(6‐alkylaminopurin‐9‐yl)‐2,3‐dideoxy‐D‐ thero ‐pentitols
Author(s) -
HjulerNielsen Hans Peter,
Pedersen Hans,
Hansen Henning Bue,
Pedersen Erik B.,
Nielsen Claus
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290237
Subject(s) - chemistry , reduction (mathematics) , stereochemistry , combinatorial chemistry , medicinal chemistry , geometry , mathematics
3‐(6‐Alkylaminopurin‐9‐yl)‐2,3‐dideoxy‐D‐threo‐pentopyranoses 3 were prepared by condensation of unprotected 2‐deoxy‐D‐ribose (2) with N 6 ‐alkyladenines 1 in a phosphorus pentoxide reagent mixture. Reduction of the pentoses 3 gave the corresponding 3‐(6‐alkylaminopurin‐9‐yl)‐2,3‐dideoxy‐D‐ threo ‐pentitols 4. The structures of 3 and 4 were determined by 13 C nmr, 1 H nmr and 2D 1 H nmr (COSY).