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

Base Information

Chemical Name:(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-2-(S)-p-tolylsulfinyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:1356336-74-7
Molecular Formula:C₃₄H₃₇NO₆S₂
Molecular Weight:619.803
Hs Code.:

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

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

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

There total 5 articles about (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-2-(S)-p-tolylsulfinyl-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: 71.0%

: 1356336-70-3
(S)-1,2-dimethoxy-4-methyl-3-(p-tolylsulfinyl)benzene

: C₁₈H₂₀ClNO₃S

: 1356336-74-7
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-2-(S)-p-tolylsulfinyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: (S)-1,2-dimethoxy-4-methyl-3-(p-tolylsulfinyl)benzene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

C₁₈H₂₀ClNO₃S; In tetrahydrofuran; hexane; at -78 - 20 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.046

Reference yield:

: 1356336-71-4
(S)-1-[3,4-dimethoxy-2-(p-tolylsulfinyl)phenyl]-N,N-dimethylmethanamine

: 1356336-74-7
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-2-(S)-p-tolylsulfinyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 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

With sodium tetrahydroborate; chloroformic acid ethyl ester; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2011.11.046

Reference yield:

: 65495-21-8
N,N-dimethyl-3,4-dimethoxybenzylamine

: 1356336-74-7
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-dimethoxy-2-(S)-p-tolylsulfinyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / 0 - 5 °C / Inert atmosphere

1.2: 4 h / 20 °C / Inert atmosphere

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

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

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

4.2: -78 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; chloroformic acid ethyl ester; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2011.11.046