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Synthesis of α‐2′‐deoxynucleosides
Author(s) -
Larsen Erik,
Abdel Aleem Abdel Aleem H.,
Pedersen Erik B.
Publication year - 1995
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.5570320542
Subject(s) - chemistry , thymine , thymidine , yield (engineering) , diastereomer , stereochemistry , combinatorial chemistry , dna , biochemistry , materials science , metallurgy
α‐Thymidine (4) was synthesized from thymidine (1) in 3 steps in 36% overall yield without using chro‐matography and with the possibility of increasing the yield to 85% by reusing the remaining α,β‐mixture. 1‐(2‐Deoxy‐3,5‐di‐ O‐p ‐toluoyl‐α‐D‐ erythro ‐pentofuranosyl)thymine (3) was further converted to 1‐(2‐deoxy‐α‐D‐ erythro ‐pentofuranosyl)‐5‐methylcytosine (5) .