Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-, (1R)-

Base Information

• Chemical Name: Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-, (1R)-
• CAS No.: 54193-08-7
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Mol file: 54193-08-7.mol

Synonyms:(R)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline;(R)-(-)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline;(R)-1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;(R)-(+)-salsolidine;6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline;(1R)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline;(R)-6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline;

Chemical Property of Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-, (1R)-

Chemical Property:

• Boiling Point: 140 °C (1 mmHg)
• PSA: 30.49000
• LogP: 2.23930

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-, (1R)-

There total 5 articles about Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-, (1R)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

dimethoxy-6,7 methyl-1 dihydro-3,4 isoquinoleine chlorhydrate (6268-86-6) → N-(4-aminophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline (79201-80-2) + (6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline) (493-48-1,5784-74-7,38520-68-2,54193-08-7)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; In methanol; water;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (+/-)-salsolinol (525-72-4,27740-96-1,53622-83-6,78579-88-1) → N-Nor-1-methylcorypalline (4593-97-9) + 6-methoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-ol (19641-12-4) + rac-salsoline (89-31-6,20405-58-7,76419-97-1,101467-40-7) + (6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline) (493-48-1,5784-74-7,38520-68-2,54193-08-7)

Guidance literature:

In diethyl ether; Yield given. Further byproducts given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0031-9422(00)98233-5

Reference yield:

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one (493-49-2) → (R)-salsolidine (54193-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / NaH / tetrahydrofuran / 4 h / 18 - 22 °C

2.1: 47 percent / tetrahydrofuran / 1 h / -78 °C

3.1: HCO₂H / 16 h / 18 - 22 °C

3.2: Et₃N; [(p-cymene)RuCl]2; (1R,2R)-TsHN-CH(Ph)-CH(Ph)-NH₂ / acetonitrile / 20 h / 28 °C

With formic acid; sodium hydride; In tetrahydrofuran;

DOI:10.1021/ol035746r

upstream raw materials:

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one

diazomethane

(+/-)-salsolinol

dimethoxy-6,7 methyl-1 dihydro-3,4 isoquinoleine chlorhydrate

Downstream raw materials:

(1R)-2<<(R)-1-phenylethyl>carbamoyl>salsolidine

(R)-(+)-carnegine

2-(6,7-dimethoxy-1-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-ethanol

1-(3,4-dimethoxyphenyl)-2-(1,2,3,4-tetrahydro-6,7-dimethoxy-1-methyl-2-isoquinolinyl)ethanone