(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1356336-76-9
• Molecular Formula: C₂₇H₃₁NO₅S
• Molecular Weight: 481.613
• Mol file: 1356336-76-9.mol

Synonyms:(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 6 articles about (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-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:

C18H20ClNO3S → (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356336-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / methanol / 3 h / 0 °C / Inert atmosphere

With trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/j.tet.2011.11.046

Reference yield:

(S)-1,2-dimethoxy-4-methyl-3-(p-tolylsulfinyl)benzene (1356336-70-3) → (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356336-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / methanol / 3 h / 0 °C / Inert atmosphere

With trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/j.tet.2011.11.046

Reference yield:

(S)-1-[3,4-dimethoxy-2-(p-tolylsulfinyl)phenyl]-N,N-dimethylmethanamine (1356336-71-4) → (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1356336-76-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chloroformic acid ethyl ester; potassium carbonate / tetrahydrofuran / 24 h / -78 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran / 18 h / Reflux; Inert atmosphere

3.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / methanol / 3 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; chloroformic acid ethyl ester; potassium carbonate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/j.tet.2011.11.046

upstream raw materials:

(S)-1-[3,4-dimethoxy-2-(p-tolylsulfinyl)phenyl]-N,N-dimethylmethanamine

(S)-1-(chloromethyl)-3,4-dimethoxy-2-(p-tolylsulfinyl)benzene

(S)-1,2-dimethoxy-4-methyl-3-(p-tolylsulfinyl)benzene

N,N-dimethyl-3,4-dimethoxybenzylamine

Downstream raw materials:

(1S)-1-(3,4-dimethoxy-2-(S)-(p-tolylsulfinyl)benzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

tetrahydropalmatine

Refernces