Synthesis of the thymidine building blocks for a nonhydrolyzable DNA analogue
The 3′-deoxy-3′-C-(2″-hydroxyethyl)thymidine derivatives 4 and 13 were efficiently synthesized from either thymidine via a known 3′-radical allylation, or from the branched-chain furanose 5 involving the removal of the 2′-hydroxyl after stereospecific nucleosidation. The 5′-deoxy-5′-thiothymidine 20 was prepared via a regiospecific Mitsunobu coupling, providing the third unit required for the synthesis of sulfide-linked DNA analogues.
2010 ◽
Vol 2
(2)
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pp. 12-25
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Keyword(s):
2014 ◽
Vol 10
(S306)
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pp. 48-50
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Keyword(s):
1992 ◽
Vol 3
(6)
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pp. 689-692
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2019 ◽
Keyword(s):
1965 ◽
Vol 48
(2)
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pp. 417-433
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Keyword(s):