With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22990-19-8,1-Phenyl-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.
A round bottom flask was loaded with IQL (50 g), IPA (350 ml), and water (150 ml). The mixture was heated to 60 C. for dissolution. Then D-tartaric acid (36 g) was added, and the solution was cooled to 25 C. The product was isolated after 2.5 hours by vacuum filtration, washed with IPA (2¡Á50 ml), dried in a vacuum oven at 50 C. over the weekend to obtain (S)-IQL tartrate (33.5 g, 80% yield, 100% enantiomeric purity). ; A round bottom flask was loaded ask was loaded with IQL (10 g), IPA, and water. The mixture was heated to 60 C. for dissolution. Then D-tartaric acid was added, and the solution was cooled and stirred. Where applicable, seeding was performed during the cooling step. The product was isolated by vacuum filtration, washed with a mixture of water and IPA, and dried in vacuum oven at 50 C. over the TABLE 1 Tartaric Stirring acid Acid time (molar IPAH2O addition after Cooling equiv. (ml/g (ml/g temp. cooling temp. Enantiomeric Yield to IQL) of IQL) of IQL) ( C.) Seeding (hrs) ( C.) Purity (%) 1 7 3 60 – 2.5 RT 98.4 83.5 1 6 3 60 – 2.5 RT 98.6 81.4 1 7 2 60 – 2.5 RT 98.8 87.1 1 7 4 60 – 2.5 RT 97.7 75.5 1 5.6 2.4 60 – 2.5 RT 98.2 85.0 1 8.4 3.6 60 – 2.5 RT 99.8 77.1 1 7 3 40 – 2.5 RT 98.1 80.0 1 7 3 25 – 2.5 RT 97.6 79.0 1 7 3 60 + 2.5 RT 98.7 77.9 1 7 3 60 – 5 RT 98.7 79.2 1 7 3 60 – 15 RT 89.9 85.4 1 7 3 60 – 2.5 15 C. 99.6 91.8 1 7 3 60 – 2.5 5 C. 99.5 92.0 weekend to obtain (S)-IQL tartrate. The experiments and results are summarized in Table 1.
22990-19-8, As the paragraph descriping shows that 22990-19-8 is playing an increasingly important role.
Reference£º
Patent; Perlman, Nurit; Nidam, Tamar; US2008/91023; (2008); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem