(+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline

Base Information

• Chemical Name: (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline
• CAS No.: 109985-75-3
• Molecular Formula: C₂₀H₂₅NO₃S
• Molecular Weight: 359.489
• Mol file: 109985-75-3.mol

Synonyms:(+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline

Chemical Property of (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline

There total 7 articles about (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline 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: 82.0%

(R)-(Z)-N-methyl-N-<2-(2-(2'-(p-tolylsulfinyl)-1'-ethenyl)-4,5-dimethoxyphenyl)ethyl>trifluoroacetamide (109985-73-1) → (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline (109985-75-3) + (+)-(1S,RS)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline (109985-76-4)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In dichloromethane; at -40 ℃; for 40h;

DOI:10.1021/jo00290a051

Reference yield:

N-methyl-N-(2-(2'-formyl-4',5'-dimethoxyphenyl)ethyl)trifluoroacetamide (109985-71-9) → (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline (109985-75-3)

Guidance literature:

Multi-step reaction with 2 steps

2: PhCH₂NMe₃⁽¹⁺⁾*OH^(1-) / methanol / 40 h / -40 °C

With N-benzyl-trimethylammonium hydroxide; In methanol;

DOI:10.1039/c39860001688

Reference yield:

(+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide (61187-71-1) → (+)-(1S,SR)-N-methyl-3,4-dihydro-6,7-dimethoxy-1-<(p-tolylsulfinyl)methyl>isoquinoline (109985-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) DMSO, -78 deg C, 1h, 2.) -78 deg C, 30 min

2: benzyltriethylammonium hydroxide / CH₂Cl₂ / 40 h / -40 °C / variation of solvent

With n-butyllithium; benzyltriethylammonium hydroxide; In dichloromethane;

DOI:10.1021/jo00290a051

upstream raw materials:

(R)-(Z)-N-methyl-N-<2-(2-(2'-(p-tolylsulfinyl)-1'-ethenyl)-4,5-dimethoxyphenyl)ethyl>trifluoroacetamide

(R)-(E)-N-methyl-N-<2-(2-(2'-(p-tolylsulfinyl)-1'-ethenyl)-4,5-dimethoxyphenyl)ethyl>trifluoroacetamide

N-methyl-N-(2-(2'-formyl-4',5'-dimethoxyphenyl)ethyl)trifluoroacetamide

(+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide