6160-49-2Relevant articles and documents
Synthesis of novel Pyridine-, Pyrindine- and Isoquinoline-substituted α- and β-C-nucleosides of 2-deoxy-D-ribose
Seitz, Gunther,Lachmann, Jens
, p. 549 - 558 (2007/10/03)
The novel imido esters of 2-deoxy-α- and -β-D-ribose 8 and 9 have been synthesized and successfully transformed to the protected 1,2,4-triazine-C-nucleosides 11 and 12 using an inverse type Diels-Alder reaction with the 1,2,4,5-tetrazine 10. The electron deficient diazadiene system of both C-nucleosides 11 and 12 proved to be highly reactive in a consecutive [4 + 2] cycloaddition with inverse electron demand towards several electron rich dienophiles yielding after successful deprotection the novel pyridine-, pyrindine- and isoquinoline-C-nucleosides 15, 18 and 21 of 2-deoxy-α-D-ribose and 23, 25 and 27 of 2-deoxy-β-D-ribose.
STEREOCHEMICAL CONTROL AS A FUNCTION OF PROTECTING-GROUP PARTICIPATION IN 2-DEOXY-D-ERYTHRO-PENTOFURANOSYL NUCLEOSIDES
Wierenga, Wendell,Skulnick, Harvey I.
, p. 41 - 52 (2007/10/02)
Possible features controlling the anomeric ratios in the synthesis of the antiviral antibiotic dihydro-5-azathymidine have been examined.Replacement of the 3- and 5-(4-methylbenzoyl) protecting groups in 2-deoxy-D-erythro-pentofuranosyl chloride by benzyl