78183-55-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78183-55-8,(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.
(1) 5.69 g of methyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride are suspended in 50 ml of chloroform, and 5.6 g of triethylamine are added thereto under ice-cooling and stirring. 3-benzoylthio-2-methylpropionyl chloride (which is prepared by heating a mixture of 5.6 g of 3-benzoylthio-2-methyl-propionic acid and 6 ml of thionyl chloride at 60 C. for 2 hours, followed by distillation thereof to remove the excess of thionyl chloride) is dissolved in 10 ml of tetrahydrofuran, and said tetrahydrofuran solution is added dropwise to the suspension obtained above. After the mixture is stirred at room temperature overnight, the chloroform layer is collected therefrom and washed with water, an aqueous sodium bicarbonate solution, diluted hydrochloric acid and water, successively. The chloroform solution is dried and then distilled to remove solvent. The residue thus obtained is purified by silica gel column chromatography (Solvent, toluene-ethyl acetate (4:1)). 8.0 g of methyl (3S)-2-(3-benzoylthio-2-methylpropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate are obtained as colorless oil. Yield: 80.5 %
78183-55-8,(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloridebelongs to tetrahydroisoquinoline compound, is more and more widely used in various fields. and we look forward to future research findings.
Reference£º
Patent; Tanabe Seiyaku Co., Ltd.; US4256751; (1981); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem