6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 38520-68-2
• Deprecated CAS: 38520-68-2
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.272
• European Community (EC) Number: 837-124-7
• DSSTox Substance ID: DTXSID20959384
• Nikkaji Number: J407.209J
• Wikidata: Q27166300
• ChEMBL ID: CHEMBL320193
• Mol file: 38520-68-2.mol

Synonyms:1-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;salsolidine;salsolidine hydrochloride;salsolidine hydrochloride, (S)-isomer;salsolidine, (S)-isomer

Chemical Property of 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2=CC(=C(C=C2CCN1)OC)OC

Technology Process of 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

There total 3 articles about 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline 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:

2-methylquinoline (91-63-4) + 3-methylbenzo[d]isothiazole-1,1-dioxide (34989-82-7) + 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline (4721-98-6) → (R)-2-methyl-1,2-dihydroquinoline + (±)-3-methyl-1,2-benzisothiazoline 1,1-dioxide (84108-98-5) + (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 C₂₀H₃₀Cl₄Ir₂*C₆₆H₇₅Cl₂N₉O₂₄; sodium formate; at 25 ℃; for 16h; pH=7.8;

DOI:10.3390/molecules24152771

upstream raw materials:

diazomethane

(+/-)-salsolinol

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

2-methylquinoline

Downstream raw materials:

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

(+/-)-carnegine

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

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