Syntheses Studies of 6,6’-Dimethoxy-4,5,4’,5’-dimethenedioxy-2,2’-dimeth oxycarbonyl Biphenyl and Its

Abstract

Abstract: The present paper covered the syntheses of 6,6' dimethoxy 4,5,4',5' dimethenedioxy 2,2' dimethoxycabonyl biphenyl( β_DDB) in higher yield with the gallic acid as the starting material by multi step synthesis: esterification, monomethylation, formation of the methylenedioxy derivative, nitration, reduction, Sandmeyer and Ullmann coupling reaction. Five of its derivatives have also been synthesized and four of them are new compounds. The structure of these compounds are confirmed by IR, ¹HNMR, MSand EA. The resolution of β_DDBwith HPLCgave two components. The configuration of the first component was assigned as Rby comparison of its CDspectrum. 258 positive cotton effect with that of Rdimethyl hexamethoxydiphenate, and the configuration of the second component thus obtained was assigned as Sby comparison of its CDspectrum 258 negative Cotton Effect.

Key words: Nitration, Biphenyl, Biphenyl dicarboxylate, Ullmann coupling reaction

CLC Number:

O625

TrendMD:

GUO RuiYun, HE Juan, CHANG JunBao, CHEN RongFeng, XIE JingXi, GE YongHui, LIU YueQi . Syntheses Studies of 6,6’-Dimethoxy-4,5,4’,5’-dimethenedioxy-2,2’-dimeth oxycarbonyl Biphenyl and Its[J]. Chem. J. Chinese Universities, 2001, 22(12): 2018.

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Syntheses Studies of 6,6’-Dimethoxy-4,5,4’,5’-dimethenedioxy-2,2’-dimeth oxycarbonyl Biphenyl and Its

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