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Diazomethane thymidine

Treatment of nucleosides, such as thymidine 120 in methanol, with an ether solution of diazomethane affords only a 6.5% yield of the desired 0 -methyl derivative 121 as well as 70.6% of A -methylthymidine (122)... [Pg.141]

Thymidylyl-(3 -5 )thymidine has been treated with phenyl-diazomethane to protect the internucleotidic linkage [33]. In this report the separation of two diastereoisomers by thin layer chromatography is described. The benzyl group may be removed using sodium iodide (Fig. 6.13). [Pg.228]

An alternative route has been developed in Marquez laboratory to prepare the methano-carbocyclic thymidine 127 (see Vol.28, p.286). A key step involved the highly stereoselective formation of 126 by addition of diazomethane to the a,P unsaturated nitrile, itself accessible from a known intermediate in two steps. Photochemical loss of nitrogen from 126 was followed by a Curtius sequence to establish an amine from which the thymine ring was formed. The aristeromycin analogue 128 has also been prepared, using chemistry reminiscent of earlier work on analogues of this type (Vol.28, p.285-6), and bicyclic compounds of type 129 have been prepared as racemates. ... [Pg.285]


See other pages where Diazomethane thymidine is mentioned: [Pg.383]    [Pg.253]   
See also in sourсe #XX -- [ Pg.49 , Pg.141 ]




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