Tag: 57060-88-5

Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride, cas is 57060-88-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

Step A N-(3,5-Dichlorobenzenesulfonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester To a mixture of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester hydrochloride (200 mg, 0.878 mmol) in a 1:1 mixture of CH2Cl2 and THF (2.5 mL each) was added dropwise DIPEA (0.88 mmol, 113 mg) followed by 3,5-dichlorobenzenesulfonyl chloride (0.922 mmol, 227 mg), a second equivalent of DIPEA and 4-DMAP (0.176 mmol, 22 mg). The reaction mixture was stirred at rt overnight when TLC (4:1 hexane:ethyl acetate) indicated disappearance of all starting material. The volatiles were removed in vacuo and the residue was purified by flash column chromatography on silica gel eluted with a gradient of hexane and ethyl acetate to yield N-(3,5-dichlorobenzenesulfonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester (282 mg, 80%) as a white foam, homogeneous by TLC (Rf=0.55, 4:1 hexane:ethyl acetate); 500 MHz 1H NMR (CDCl3): delta3.24 (m, 2H), 3.54 (s, 3H), 4.47 (d, J=15 Hz, 1H), 4.74 (d, J=15 Hz, 1H), 5.01 (dd, J=3.7, 6 Hz, 1H), 7.08-7.27 (m, 4H), 7.56 (t, J=1.8 Hz, 1H), 7.73 (d, J=1.9 Hz, 2H)., 57060-88-5

With the rapid development of chemical substances, we look forward to future research findings about 57060-88-5

Reference£º
Patent; Lin, Linus S.; Shah, Shrenik K.; Chang, Linda L.; Hagmann, William K.; Mumford, Richard A.; US2002/193399; (2002); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride, cas is 57060-88-5, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.

Methyl 1 ,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride (3g, 13.17 mmol) and potassium carbonate (3.6g, 26.34 mmol) were taken in acetone (250 mL). 2,4,6-trimethylbenzenesulfonyl chloride (3.5g, 15.8 mmol) was added to the reaction mixture and stirred at ambient temperature for 1 6h. Crude reaction mixture was concentratedunder reduced pressure, extracted with saturated bicarbonate and brine, dried and concentrated. The crude mixture was purified on silica using ethyl acetate-hexane (40-60) to obtain the title compound (4.5g, 92% yield). ?H NMR (400 MHz, DMSO-d6) oe ppm 2.27 (s, 3 H) 2.54 (s, 6 H) 3.14 (d, J=3.42 Hz, 3 H) 4.32 – 4.50 (m, 2 H) 4.77 – 4.83 (m, 1 H) 7.08 (s, 2 H) 7.17 (s, 4H). MS (m/z): 374.1 (M+H)., 57060-88-5

With the rapid development of chemical substances, we look forward to future research findings about 57060-88-5

Reference£º
Patent; SAINT LOUIS UNIVERSITY; BURRIS, Thomas; WALKER, Jonn, K.; FLAVENY, Colin; CHATTERJEE, Arindam; (117 pag.)WO2017/223514; (2017); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

57060-88-5, Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Boc-Dmt-OH (309 mg, 1 mmol), HBTU (379 mg, 1 mmol) and DIEA (348 muL, 2 mmol) in 5 mL DMF was added a solution of HCl x H-Tic-OMe (227.5 mg, 1 mmol) and DIEA (174 muL, 1 mmol) in 5 mL DMF. The reaction mixture was stirred for 5 h at room temperature and progress of the reaction was monitored by TLC. After solvent evaporation in vacuo, the residue was dissolved in 50 mL AcOEt and the resulting solution was washed with 5% KHSO4 (aq.), saturated NaHCO3 (aq.) and brine. The organic phase was dried (MgSO4), filtered and evaporated to dryness, yielding 430 mg of crude product (90% yield). The crude Boc-protected dipeptide ester was deprotected by treatment with aqueous TFA (95% vv) for 45 min under stirring and cooling with ice. After TFA evaporation in vacuo, the TFA salt of the dipeptide ester was precipitated with ether (Et2O), affording 300 mg (90% yield) of crude product which was purified by preparative HPLC. TFA x H-Dmt-Tic-OMe: TLC Rf (I) 0.55; MS [M+H]+ 383.

57060-88-5 Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride 12248067, atetrahydroisoquinoline compound, is more and more widely used in various.

Reference£º
Article; Weltrowska, Grazyna; Nguyen, Thi M.-D.; Chung, Nga N.; Wilkes, Brian C.; Schiller, Peter W.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 18; (2013); p. 5082 – 5085;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem