GS 389

Base Information

• Chemical Name: GS 389
• CAS No.: 41498-37-7
• Molecular Formula: C19H23NO3
• Molecular Weight: 313.397
• Hs Code.: 2933499090
• Mol file: 41498-37-7.mol

Synonyms:rac-O,O-dimethylcoclaurine;1,2,3,4-tetrahydro-6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]isoquinoline;N-(3,4-dimethoxyphenylethyl)-2-(3-methoxyphenyl)acetamide;(+/-)-1-(4-methoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;6,7-dimethoxy-1-(4-methoxy-benzyl)-1,2,3,4-tetrahydroisoquinoline;7,12-O,O'-dimethylcoclaurine;coclaurine dimethyl ether;GS-389;

Chemical Property of GS 389

Chemical Property:

• Vapor Pressure: 1.97E-08mmHg at 25°C
• Boiling Point: 454°Cat760mmHg
• Flash Point: 191.6°C
• PSA: 39.72000
• Density: 1.108g/cm³
• LogP: 3.47070

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dimethoxy-1-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of GS 389

There total 18 articles about GS 389 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: 93.0%

N-[2-(3,4-dimethoxy-phenyl)-ethyl]-2-(4-methoxy-phenyl)-acetamide (4078-65-3) → 7,12-O,O'-dimethylcoclaurine (41498-37-7)

Guidance literature:

N-[2-(3,4-dimethoxy-phenyl)-ethyl]-2-(4-methoxy-phenyl)-acetamide; With trichlorophosphate; In acetonitrile; for 0.5h; Heating / reflux;

With sodium tetrahydroborate; ammonia; In methanol; water; at 20 ℃; for 0.25h; pH=7 - 8;

Reference yield: 85.0%

6,7-dimethoxy-1-(4-methoxybenzyl)-2-((S)-1-phenylethyl)-1,2,3,4-tetrahydroisoquinoline → 7,12-O,O'-dimethylcoclaurine (41498-37-7)

Guidance literature:

With hydrogenchloride; hydrogen; palladium; In ethanol; water; ethyl acetate; for 18h;

DOI:10.1002/ejoc.201301128

Reference yield: 80.0%

6,7-dimethoxy-1-(4-methoxy-benzyl)-2-(1-phenyl-ethyl)-1,2,3,4-tetrahydroisoquinoline → 7,12-O,O'-dimethylcoclaurine (41498-37-7)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃; for 48h; under 2280.15 Torr;

DOI:10.1021/jo100714y

upstream raw materials:

6,7-dimethoxy-1-(4-methoxybenzyl)-3,4-dihydroisoquinoline

diazomethane

coclaurine

4-Methoxyphenylacetic acid

Downstream raw materials:

(6,7-dimethoxyisoquinolinyl)-(4'-methoxyphenyl)-methanone

higenamine

((3-chlorophenyl)(6,7-dimethoxy-1-(4-methoxybenzyl)-3,4-dihydroisoquinolin-2(1H)-yl)methanone)

((6,7-dimethoxy-1-(4-methoxybenzyl)-3,4-dihydroisoquinolin-2(1H)-yl)(phenyl)methanone)