Introduction of a new synthetic route about 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

With the rapid development of chemical substances, we look forward to future research findings about 166591-85-1

2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, cas is 166591-85-1, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

T3P (50% in EtOAc) (3.22 mL, 5.41 mmol) was added to a solution of 2-(/eri- butoxycarbonyl)-l,2,3,4-tetrahydroisoquinoline-l-carboxylic acid (1.00 g, 3.61 mmol),(trans)- l-methoxy-2,3-dihydro-1H-inden-2-amine (Intermediate 2, 0.647 g, 3.97 mmol) and TEA (0.754 mL, 5.41 mmol) in DCM (20 mL). The reaction was stirred at room temperature for 1.5 h. The mixture was partitioned between DCM and saturated NaHCCh, dried (phase separator) and concentrated in vacuo. The crude product was purified by column chromatography on silica, eluted with 0-50% EtOAc/petroleum ether to afford the title compound. ‘Eta NMR (300 MHz, DMSO-4s) delta ppm 1.34 – 1.50 (m, 9 H), 2.66 – 2.83 (m, 2 H), 2.94 – 3.09 (m, 1 H), 3.13 – 3.28 (m, 3 H), 3.34 – 3.39 (m, 1 H), 3.45 – 3.66 (m, 1 H), 3.82 – 3.96 (m, 1 H), 4.20 – 4.37 (m, 1 H), 4.60 – 4.74 (m, 1 H), 5.17 – 5.41 (m, 1 H), 7.13 – 7.37 (m, 7 H), 7.40 – 7.59 (m, 1 H), 8.57 – 8.80 (m, 1 H) (0622) MS ES+: 445 (M+Na), 166591-85-1

With the rapid development of chemical substances, we look forward to future research findings about 166591-85-1

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; LIWICKI, Gemma; MACK, Stephen; STEPHENSON, Anne; TEALL, Martin; WHITE, Kathryn; (168 pag.)WO2018/47983; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem