ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of 5,6-dihydro-5-azacytidine hydrochloride 1 with 2-acetoxy-isobutyryl chloride produced 5′-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-3′-O-acetyl-5,6-dihydro-2,2′-anhydro-1-β-D-arabinofuranosyl-5-azacytosine hydrochloride 2, which upon partial hydrolysis with EtOH/HCl at 4°C gave 3′-O-acetyl-5,6-dihydro-2,2′-anhydro-1-β-D-arabinofuranosyl-5-azacytosine hydrochloride 3. The hydrolysis of 3 with EtOH/HCl at 25°C gave 2,2′-anhydro-5,6-dihydro-1-β-D-arabinofuranosyl-5-azacytosine hydrochloride 4. Silylation oxidation of 3 and 4 with BSTFA or BSA in acetonitrile produced the N-substituted derivatives of 1-β-D-arabinofuranosyl-5-azacytosine 8 and 7, respectively.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19873290208
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