Pteridine C-6 Side Chain 에서 C-2 치환에 따른 Pteroic Acid 유도체 합성에 관한 연구 = Studies on the Synthesis of the C-2 Substituent Analogues of Pteroic Acid at Pteridine C-6 Side Chain

다국어 초록 (Multilingual Abstract)

In order to produce new amethopterin derivatives, We tried to synthesized 4-[[(4-amino-2-desaminopteridin-6-yl)methyl]thio]benzoic acid of and 4-[[(4-amino-2-methyl-pteridin-6-yl)methyl]thio]benzoic acid of new pteroic acid derivative substituted with C-2 desamino and C-2 desamino-2-methyl. That is, We substituted SH group for amino of p-aminobenzoic acid, and esterificated it. Then we coupled the compound with 2-amino-3-cyano-5-chloromethylpyrazine(11) and obtained a benzyl ester compound, pyrazine derivative(14). Consequently the compound (4) was cyclizated with formamidine HCl and acetamidine HCl respectively, and so a compound of 4-[[(4-amino-2-desaminopterindin-6-yl)methyl]thio] benzoic acid benzylester and a compound of 4-[[(4-amino-2-methylpteri-din-6-yl)methyl]thio]benzoic acid benzylester were obtained. Finally we hydrolyzed them and obtained (7a) and (7b) of pte roic acid derivative by yield 71％ and 36％ respectively.