合成路线:The Wittig condensation of 2-ethyl-2(E)-butenal (I) with triethyl phosphonoacetate (II) by means of NaH in benzene gives (2E,4E)-4-ethyl-2,4-hexadienoic acid ethyl ester (III),which is hydrolyzed with NaOH to the corresponding free acid (IV).The reaction of (IV) with ethyl chloroformate and then with ammonia affords the (2E,4E)-2-ethyl-2,4-hexadienamide (V),which is finally treated with NaNO2 in methanol adjusted at pH 3.0 with cond.HCl.
参考文献标题:FK409,a novel vasodilator isolated from the acid-treated fermentation broth of Streptomyces griseosporeus.I.Taxonomy,fermentation,isolation,and physico-chemical and biological characteristics
文献作者:Hino,M.; Iwami,M.; Okamoto,M.; Yoshida,K.; Haruta,H.; Okuhara,M.; Hosoda,J.; Kohsaka,M.; Aoki,H.; Imanaka,H.
参考来源:J Antibiot 1989,42(11),1578
合成路线:The Wittig condensation of 2-ethyl-2(E)-butenal (I) with triethyl phosphonoacetate (II) by means of NaH in benzene gives (2E,4E)-4-ethyl-2,4-hexadienoic acid ethyl ester (III),which is hydrolyzed with NaOH to the corresponding free acid (IV).The reaction of (IV) with ethyl chloroformate and then with ammonia affords the (2E,4E)-2-ethyl-2,4-hexadienamide (V),which is finally treated with NaNO2 in methanol adjusted at pH 3.0 with cond.HCl.
参考文献标题:FK409,a novel vasodilator isolated from the acid-treated fermentation broth of Streptomyces griseosporeus.III.Reaction mechanism and synthesis
文献作者:Hino,M.; Takase,S.; Itoh,Y.; Uchida,I.; Okamoto,M.; Kohsaka,M.; Aoki,H.; Imanaka,H.
参考来源:J Antibiot 1989,42(44),1589
合成路线:The Wittig condensation of 2-ethyl-2(E)-butenal (I) with triethyl phosphonoacetate (II) by means of NaH in benzene gives (2E,4E)-4-ethyl-2,4-hexadienoic acid ethyl ester (III),which is hydrolyzed with NaOH to the corresponding free acid (IV).The reaction of (IV) with ethyl chloroformate and then with ammonia affords the (2E,4E)-2-ethyl-2,4-hexadienamide (V),which is finally treated with NaNO2 in methanol adjusted at pH 3.0 with cond.HCl.
参考文献标题:Structure and synthesis of FK409,a novel vasodilator isolated from Streptomyces as a semi-artificial fermentation product
文献作者:Hino,M.; Kohsaka,M.; Uchida,I.; Hashimoto,M.; Takase,S.; Okamoto,M.; Itoh,Y.
参考来源:Chem Pharm Bull 1989,37(10),2864
合成路线:The Wittig condensation of 2-ethyl-2(E)-butenal (I) with triethyl phosphonoacetate (II) by means of NaH in benzene gives (2E,4E)-4-ethyl-2,4-hexadienoic acid ethyl ester (III),which is hydrolyzed with NaOH to the corresponding free acid (IV).The reaction of (IV) with ethyl chloroformate and then with ammonia affords the (2E,4E)-2-ethyl-2,4-hexadienamide (V),which is finally treated with NaNO2 in methanol adjusted at pH 3.0 with cond.HCl.
参考文献标题:FK-409
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1993,18(1),9
产品链接: CAS No. 92454-60-9››