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

Base Information

Chemical Name:(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:1356336-77-0
Molecular Formula:C₂₆H₂₇NO₅S
Molecular Weight:465.57
Hs Code.:

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

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

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

There total 10 articles about (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-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: 94.0%

: 1356336-75-8
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-2-(S)-p-tolylsulfinyl-1,2,3,4-tetrahydroisoquinoline

: 1356336-77-0
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With trifluoroacetic acid; In methanol; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.046

Reference yield:

: 6,7-methylenedioxy-1-ethoxyisochroman

: 1356336-77-0
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetyl chloride / 4 h / Inert atmosphere; Reflux

1.2: 1 h / 90 - 100 °C / Inert atmosphere

2.1: titanium(IV) tetraethanolate / dichloromethane / 4 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 titanium(IV) tetraethanolate; acetyl chloride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/j.tet.2011.11.046

Reference yield:

: 1356336-79-2
2-(2-chloroethyl)-4,5-methylenedioxybenzaldehyde

: 1356336-77-0
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / 4 h / Reflux; Inert atmosphere

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

2.2: -78 - 20 °C / Inert atmosphere

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

With titanium(IV) tetraethanolate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/j.tet.2011.11.046