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- W1993977326 abstract "A series of 9-isopropylpurine derivatives bearing 4-methoxyphenyl, 4-methoxybenzyl, (4-methoxyphenyl)ethynyl and 2-(4-methoxyphenyl)ethyl groups in positions 2 and 6 were prepared as carba-analogues of antimitotic myoseverin. Cross-coupling reactions of 2,6-dichloro-9-isopropylpurine (1) with one equivalent of (4-methoxyphenyl)boronic acid or (4-methoxybenzyl)zinc chloride gave regioselectively the 6-substituted 2-chloropurines which were used for another cross-coupling reaction with a second equivalent of the organometallic reagent. The Sonogashira reaction of 1 with 4-(methoxyphenyl)ethyne gave 2,6-bis[(4-methoxyphenyl)ethynyl]-9-isopropylpurine that was hydrogenated to 2,6-bis[2-(4-methoxyphenyl)ethyl]-9-isopropylpurine. Regioselectivity of the couplings was proved by means of 1H–15N HMBC experiments. 2,6-Bis[(4-methoxyphenyl)ethynyl]-9-isopropylpurine showed considerable cytostatic activity, while the other compounds were inactive." @default.
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- W1993977326 date "2003-01-01" @default.
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- W1993977326 title "Synthesis of carba-analogues of myoseverin by regioselective cross-coupling reactions of 2,6-dichloro-9-isopropylpurine" @default.
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- W1993977326 doi "https://doi.org/10.1016/s0040-4020(02)01586-7" @default.
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