With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57060-88-5,Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.
57060-88-5, A mixture of 2,4-bis(benzyloxy)-5-chlorobenzoic acid 4 (2.213 g, 6 mmol), EDCI (1.38 g, 7.2 mmol), HOBt (0.973 g, 7.2 mmol), NMM (2.012 mL, 18 mmol) and hydrochloride 6 (1.639 g, 7.2 mmol) in CH2Cl2 (30 mL) was stirred for overnight at room temperature. The organic layer was washed successively with 2 M HCl and 2 M NaOH, then dried over anhydrous Na2SO4, filtered and evaporated under vacuum. The residue was purified by column chromatography over silica gel eluted with PE-EtOAc (4: 1, v/v) to give 7 (2.89 g) as a white foam with the yield 81%. HR ESIMS: m/z 542.1731 [M + H]+ (calcd. 542.1734). The structure of compound 7 was confirmed by the 1H NMR spectra of its debenzylation product obtained by boron trichloride-mediated deprotection. 1H NMR (600 MHz, acetone-d6, r.t.) delta 7.38 (s, 1H), 7.23-7.20 (m, 4H), 6.62 (s, 1H), 5.15 (br s, 1H), 4.97 (d, J = 16.3 Hz, 1H), 4.72 (br s, 1H), 3.62 (s, 3H), 3.34 (dd, J = 15.7, 5.4 Hz, 2H), 3.28 (dd, J = 15.9, 4.3 Hz, 1H). HR ESIMS: m/z 384.0618 [M + Na]+ (calcd. 384.0615).
As the paragraph descriping shows that 57060-88-5 is playing an increasingly important role.
Reference£º
Article; Liang, Chuanpeng; Hao, Huilin; Wu, Xingkang; Li, Zhenyu; Zhu, Jing; Lu, Chunhua; Shen, Yuemao; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 272 – 282;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem