(3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

Base Information

Chemical Name:(3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole
CAS No.:1426341-99-2
Molecular Formula:C₂₉H₃₁NO₅S
Molecular Weight:505.635
Hs Code.:

Synonyms:(3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

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Chemical Property of (3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

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Technology Process of (3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

There total 2 articles about (3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole 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: 65.0%

: 37895-73-1
1,2-dibromo-4,5-dimethoxybenzene

: 1426342-10-0
(3S,3aS)-5,5-dibutyl-3a-hydroxymethyl-3-(m-tolyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole

: 1426341-99-2
(3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; for 20h; Inert atmosphere; Reflux;
DOI:10.1021/ol4003948

Reference yield:

: 1383438-23-0
(3S,3aS)-tert-butyl 5,5-dibutyl-3-(m-tolyl)-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole-3a-carboxylate

: 1426341-99-2
(3S,3aR)-3a-hydroxymethyl-6,7-dimethoxy-3-(m-tolyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-benzo[f]isoindole

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane / 6 h / -78 - 20 °C / Inert atmosphere

2: bis(tri-t-butylphosphine)palladium⁽⁰⁾; 1,4-diaza-bicyclo[2.2.2]octane / 1,4-dioxane / 20 h / Inert atmosphere; Reflux

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; diisobutylaluminium hydride; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ol4003948