首页> 外文OA文献 >Purification of 2,3,6,7,10,11-hexamethoxytriphenylene and Preparation of hexakiscarbonylmethyl and hexakiscyanomethyl derivatives of 2,3,6,7,10,11-hexahydroxytriphenylene
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Purification of 2,3,6,7,10,11-hexamethoxytriphenylene and Preparation of hexakiscarbonylmethyl and hexakiscyanomethyl derivatives of 2,3,6,7,10,11-hexahydroxytriphenylene

机译:2,3,6,7,10,11-六甲氧基三亚苯的纯化及2,3,6,7,10,11-六羟基三亚苯的六羰基甲基和六氰基甲基衍生物的制备

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摘要

Abstract: 2,3,6,7,10,11-Hexamethoxytriphenylene (1) was subjected to an improved purificationprocedure and demethylated to give 2,3,6,7,10,11- hexahydroxytriphenylene (2) as the relativelystable trihydrate. Compound 2 was alkylated with reactive halogen reagents giving 2,3,6,7,10,11- hexakis(cyanomethyl)triphenylene (3),2,3,6,7,10, 11-hexakis(N,N-diethylcarbamoylmethyloxy)triphenylene (4) and 2,3,6,7,10,11-hexakis ethoxycarbonyl- methyloxy)triphenylene (5). Reduction of 4 gave2,3,6,7,10,11-hexakis(diethylaminoethyloxy)triphenylene (6) and reduction of 5 followed by acetyla- tion gave ,3,6,7,10,11-hexakis acetyloxyethyloxy) triphenylene (7). Hydrolysis of 5 gave 2,3,6,7,10, 11-hexakis(carboxymethyloxy)triphenylene (8). Compound 8 could be converted to its coresponding active N-hydroxysuccinimide ester (9) by the DCC method. Compound 9 was found to be a versatile core molecule that could be coupled with glycine-t -butyl ester, L-phenylalanine and L-phenylalanine- t -butyl ester giving compounds 10, 11 and 12.
机译:摘要:对2,3,6,7,10,11-六甲氧基三亚苯基(1)进行改进的纯化程序并脱甲基,得到2,3,6,7,10,11-六羟基三亚苯基(2),为相对稳定的三水合物。用反应性卤素试剂将化合物2烷基化,得到2,3,6,7,10,11-六(氰甲基)三亚苯基(3),2,3,6,7,10,11-六(N,N-二乙基氨基甲酰基甲氧基)三亚苯基(4)和2,3,6,7,10,11-六乙氧基羰基-甲氧基)三亚苯基(5)。还原4得到2,3,6,7,10,11-六(二乙基氨基乙氧基)三亚苯基(6)还原5再进行乙酰化得到3,6,7,10,11-六乙酰基乙氧基乙氧基)三亚苯基(7 )。 5的水解得到2,3,6,7,10,11-六(羧甲氧基)三亚苯基(8)。可以通过DCC方法将化合物8转化为其相应的活性N-羟基琥珀酰亚胺酯(9)。发现化合物9是通用核分子,可以与甘氨酸叔丁酯,L-苯丙氨酸和L-苯丙氨酸叔丁酯偶联,得到化合物10、11和12。

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