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4,4′-Dimethoxy-2,2′-bis(methylthio)-7,7′-methylen-di(7H-pyrrolo[2,3-d]pyrimidin) — Phasentransferkatalysierte Aglyconverbrückung in Dichlormethan

✍ Scribed by Seela, Frank ;Menkhoff, Sabine

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
236 KB
Volume
1982
Category
Article
ISSN
0947-3440

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✦ Synopsis

During phase‐transfer glycosylation of the pyrrolo[2,3‐d]pyrimidine 1a with 2,3,5‐tri‐O‐benzyl‐1‐bromo‐D‐arabinofuranose in aqueous NaOH/CH~2~Cl~2~ in the presence of molar amounts of tetrabutylammonium hydrogen sulfate a by‐product of the aglycon was observed. Using the same conditions, but omitting the halogenose the same substance was obtained and assigned to have the structure 4b. The novel 7,7′‐methylenedipyrrolo[2,3‐d]pyrimidine is a suitable model for the study of stacking interactions.

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