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Anhydro sugars, preparation esters

K. Bock and C. Pedersen, Reaction of sugar esters with hydrogen fluoride. 13. Preparation of l,6-anhydro-/S-D-gulopyranose derivatives, Acta Chem. Scand., Ser. B, 29 (1975) 181-184. [Pg.176]

In order to preserve optimal stability in the hybridization of RNA by sugar-modified oligonucleotides, nucleosides substituted at the 2 -position must retain a C3 -endo puckered conformation. To this end, the 2 -0- 2-[iV,N-(dimethylamino)oxy]ethyl and the 2 -0- 2-[Ar,lV-(diethylamino)oxy]-ethyl 3 -phosphoramidite derivatives of thymidine (38a, 38b) have been synthesised. The nucleoside precursors were prepared from a phthalimido-derivative obtained from 2,2 -anhydro-5-methyluridine which had been treated, after appropriate protection, with a borate ester generated in situ and then reacted with PPha, DEAD and AT-hydroxyphthalimide. The incorporation of (38a) and (38b) in oligonucleotides and oligodeoxynucleotides resulted in high binding affinity for... [Pg.170]


See other pages where Anhydro sugars, preparation esters is mentioned: [Pg.58]    [Pg.74]    [Pg.6]    [Pg.191]    [Pg.1061]    [Pg.41]    [Pg.57]    [Pg.378]    [Pg.390]    [Pg.47]    [Pg.57]    [Pg.123]    [Pg.174]    [Pg.62]    [Pg.297]    [Pg.2081]    [Pg.40]    [Pg.140]    [Pg.180]    [Pg.150]    [Pg.42]    [Pg.60]    [Pg.197]    [Pg.52]   
See also in sourсe #XX -- [ Pg.47 ]




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1.6- anhydro preparation

Anhydro sugars

Anhydro sugars preparation

Esters preparation

Sugar esters

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