合成路线:The reaction of 6-methoxy-5-(trifluoromethyl)naphthalene-1-carboxylic acid (I) with SOCl2 in refluxing DMF gives the corresponding acyl chloride (II),which is condensed with methyl N-methylglycinate (III) by means of hydroxybenzotriazole and dicyclohexylcarbodiimide in DMF yielding methyl N-[[5-(trifluoromethyl)-6-methoxy-1-naphthyl]carbonyl]-N-methylglycinate (IV).The reaction of (IV) with P2S5 refluxing pyridine affords methyl N-[[5-(trifluoromethyl)-6-methoxy-1-naphthyl]thioxomethyl]-N-methylglycinate (V),which is finally hydrolyzed with NaOH in methanol water.The synthesis of [14C]-labeled tolrestat has also been described.
参考文献标题:Tolrestat
文献作者:Castar,J.; Serradell,M.N.
参考来源:Drugs Fut 1984,9(9),670
合成路线:The reaction of 6-methoxy-5-(trifluoromethyl)naphthalene-1-carboxylic acid (I) with SOCl2 in refluxing DMF gives the corresponding acyl chloride (II),which is condensed with methyl N-methylglycinate (III) by means of hydroxybenzotriazole and dicyclohexylcarbodiimide in DMF yielding methyl N-[[5-(trifluoromethyl)-6-methoxy-1-naphthyl]carbonyl]-N-methylglycinate (IV).The reaction of (IV) with P2S5 refluxing pyridine affords methyl N-[[5-(trifluoromethyl)-6-methoxy-1-naphthyl]thioxomethyl]-N-methylglycinate (V),which is finally hydrolyzed with NaOH in methanol water.The synthesis of [14C]-labeled tolrestat has also been described.
参考文献标题:N-[[5-(Trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]-N-methylglycine (tolrestat),a potent,orally active aldose reductase inhibitor
文献作者:Sestanj,K.; Bellini,F.; Fung,S.; Abraham,N.A.; Treasurywala,A.; Humber,L.G.; Simar-Duquesne,N.; Dvornik,D.
参考来源:J Med Chem 1984,27(43),255-256
合成路线:The reaction of 6-methoxy-5-(trifluoromethyl)naphthalene-1-carboxylic acid (I) with SOCl2 in refluxing DMF gives the corresponding acyl chloride (II),which is condensed with methyl N-methylglycinate (III) by means of hydroxybenzotriazole and dicyclohexylcarbodiimide in DMF yielding methyl N-[[5-(trifluoromethyl)-6-methoxy-1-naphthyl]carbonyl]-N-methylglycinate (IV).The reaction of (IV) with P2S5 refluxing pyridine affords methyl N-[[5-(trifluoromethyl)-6-methoxy-1-naphthyl]thioxomethyl]-N-methylglycinate (V),which is finally hydrolyzed with NaOH in methanol water.The synthesis of [14C]-labeled tolrestat has also been described.
参考文献标题:Synthesis of [14C]-labelled tolrestat (N-[[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]-[14C]thioxomethyl]-N-methylglycine
文献作者:Hicks,D.R.
参考来源:J Label Compd Radiopharm 1984,21(3),229-236
产品链接: CAS No. 82964-04-3››