合成路线:The reaction of maltose (I) with isobutylamine (II) in methanol at 65 C gives isobutylmaltosylamine (III),which is condensed with 2-chloroethyl isocyanate (IV) yielding 1-(2-chloroethyl)-3-isobutyl-3-D-maltosylurea (V).The nitrosation of (V) with dinitrogen tetroxide in THF in the presence of sodium acetate gives 1-(2-chloroethyl)-3-isobutyl-3-(beta-D-heptanitrosomaltosyl)-1-nitrosourea (VI).The nitrous esters of (VI) can be decomposed without affecting the N-nitroso group by addition of methanol under acidic conditions to give TA-077 in good yield.
参考文献标题:A new class of nitrosoureas.4.Synthesis and antitumor activity of disaccharide derivatives of 3,3-disubstituted 1-(2-chloroethyl)-1-nitrosoureas
文献作者:Tsujihara,K.; Ozeki,M.; Morikawa,T.; Kawamori,M.; Akaike,Y.; Arai,Y.
参考来源:J Med Chem 1982,25(4),441-446
合成路线:The reaction of maltose (I) with isobutylamine (II) in methanol at 65 C gives isobutylmaltosylamine (III),which is condensed with 2-chloroethyl isocyanate (IV) yielding 1-(2-chloroethyl)-3-isobutyl-3-D-maltosylurea (V).The nitrosation of (V) with dinitrogen tetroxide in THF in the presence of sodium acetate gives 1-(2-chloroethyl)-3-isobutyl-3-(beta-D-heptanitrosomaltosyl)-1-nitrosourea (VI).The nitrous esters of (VI) can be decomposed without affecting the N-nitroso group by addition of methanol under acidic conditions to give TA-077 in good yield.
参考文献标题:A new class of nitrosoureas.II.Synthesis and antitumor activity of 1-(2-chloroehtyl)-3,3-disubstituted-1-nitrosoureas having a glucopyranosyl,mannopyranosyl or galactopyranosyl moiety
文献作者:Taga,M.; Morikawa,T.; Kawamori,M.; Ozeki,M.; Arai,Y.; Tsujihara,K.; Miyazaki,M.
参考来源:Chem Pharm Bull 1981,293262
合成路线:The reaction of maltose (I) with isobutylamine (II) in methanol at 65 C gives isobutylmaltosylamine (III),which is condensed with 2-chloroethyl isocyanate (IV) yielding 1-(2-chloroethyl)-3-isobutyl-3-D-maltosylurea (V).The nitrosation of (V) with dinitrogen tetroxide in THF in the presence of sodium acetate gives 1-(2-chloroethyl)-3-isobutyl-3-(beta-D-heptanitrosomaltosyl)-1-nitrosourea (VI).The nitrous esters of (VI) can be decomposed without affecting the N-nitroso group by addition of methanol under acidic conditions to give TA-077 in good yield.
参考文献标题:A new class of nitrosoureas.III.Synthesis and antitumor activity of 3,3-disubstituted-1(2-chloroethyl)-1-nitrosoureas having a arabinopyranosyl,xylopyranosyl or ribopyranosyl moiety
文献作者:Arai,Y.; Ozeki,M.; Morikawa,T.; Umino,N.; Kawamori,M.; Tsujihara,K.
参考来源:Chem Pharm Bull 1982,30534-543
产品链接: CAS No. 70189-62-7››