Nucleosides. XVIII. Synthesis of 2'-Fluorothymidine, 2'-Fluorodeoxyuridine, and Other 2'-Halogeno-2'-Deoxy Nucleosides1,2
摘要:
The reaction of 2,2′-anhydro nucleosides with anhydrous hydrogen halides gave 2′-halogeno-2′-deoxy nucleosides in good yields. By this reaction the 2′-fluoro, 2′-chloro, and 2′-bromo analogs of deoxyuridine [VIIa(F), VIIa(Cl), VIIa(Br)] and of thymidine [VIIb(F), VIIb(Cl), VIIb(Br)] were synthesized. The 2′-fluoro analog of 5-fluorodeoxyuridine [VIIc(F)] was prepared. Comparison was made of the stability of the 2′-halogenodeoxyuridine derivatives in alkali, acid, and upon heating.
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DOI:
10.1021/jo01026a009
被引量:
年份:
1964
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