With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.151838-62-9,2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.
To solution of 1- (2-allyl-4-benzyloxy-pyrrolidin-I-yi)-2-amino-3- (4-fluorophenyl)-propan-I-one, 54, (1.4 mmol) is dissolved in DMF (10 mL) are added N-Boc-tetrahydroisoquinoline-3-carboxylic acid (0.47g, 1.5 mmol), 1-hydroxybenzotriazole (0.43g, 2.8 mmol), N-methylmorpholine (0.84g, 8.3 mmol) and 1- (3-dimethylamino-propyl)-3-ethylcarbodiimide (0.32g, 1.7 mmol) at 0 C. The reaction mixture is stirred at 0 C for 1 hour and then warmed to room temperature and stirred an additional 1.5 hour. The reaction is quenched with saturated NH4CI solution and then extracted 3 times with EtOAc (70 mL). The organic layers are combined, washed with saturated NaCI solution, dried over Na2SO4, and the solvent is removed in vacuo. The crude product is purified over silica to afford 0.69 g (77% yield) of the desired product as a white solid.’H NMR (300 MHz, MeOD, Rotamers) 5 6.90-7. 41 (m, 13H), 5.55-5. 81 (m, 1 H), 4.32-5. 12 (m, 8H), 3.94-4. 18 (m, 2H), 2.75-3. 89 (m, 6H), 2.39-2. 64 (m, 1 H), 1.78-2. 29 (m, 2H), 1.20-1. 64 (m, 10H) ; MS (ESMS) m/z 642.2 (M+H) +.
The synthetic route of 151838-62-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; THE PROCTER & GAMBLE COMPANY; WO2004/37797; (2004); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem