Reaction of thamine free base (1) with cyanogenbromide (XII) afforded {2-methyl-5-[N-[[2-methyl-3-[(2-methyl-4,5-dihydro-3-furyl)dithio] tetrahydro-2-furyl]formamidomethyl]-4-pyrimidyl}cyanamide (XIV, 10.6% yield) and 1-methyl-2,3-dihydrofuran-3-yl-disulfide (XIII, 16% yield). Reactions of I and its N-phenylcarbamoyl derivative (XIX) with hydrogenperoxide produced 2,6a-dimethyl-6a,8,9,9a-tetrahydr0-5H-furo[2,3-h]thiachromine (XVIII) and 1-{2-methyl-5-[(3a-methyl-2-0xo-perhydrofuro [2,3-d] thiazol-3-yl) methyl]-4-pyrirnidyl}-3-phenylurea (XXI) respectively. The reaction mechanisms for the above reactions were discussed as shown in chart 6 and mechanism for the formation of thiochrome (XI) from the reaction of thiamine (IX) with XII was also discussed as shown in chart 7.
抄録全体を表示