3',5'-Diacetylthymidine (250 mg) was refluxed with SOCl2 in CHCl3 contg. DMF for 1.5 h to give 160 mg title nucleoside (I; R = Cl) (II). Structure of II was confirmed by NMR data and by its conversion into thymidine and 5-methyl-2'-deoxycytidine by treatment with aq. NaOH and concd. methanolic NH3, resp. Reaction of II with EtOH gave I (R = OEt). The mobility of Cl in the 4-position did not allow chem. deacetylation of II in satisfactory yield.
Sinthesis of 1-(2-deoxy-3,5-di-O-acetyl-ß -D-ribofuranosyl)-4-chloro-5- methyl 2(1H) pyrimidinone / Mayol, Luciano; Piccialli, Gennaro; M., Rossi; C., Santacroce. - In: GAZZETTA CHIMICA ITALIANA. - ISSN 0016-5603. - STAMPA. - 113:(1983), pp. 863-863.
Sinthesis of 1-(2-deoxy-3,5-di-O-acetyl-ß -D-ribofuranosyl)-4-chloro-5- methyl 2(1H) pyrimidinone
MAYOL, LUCIANO;PICCIALLI, GENNARO;
1983
Abstract
3',5'-Diacetylthymidine (250 mg) was refluxed with SOCl2 in CHCl3 contg. DMF for 1.5 h to give 160 mg title nucleoside (I; R = Cl) (II). Structure of II was confirmed by NMR data and by its conversion into thymidine and 5-methyl-2'-deoxycytidine by treatment with aq. NaOH and concd. methanolic NH3, resp. Reaction of II with EtOH gave I (R = OEt). The mobility of Cl in the 4-position did not allow chem. deacetylation of II in satisfactory yield.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
