(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

Base Information

Chemical Name:(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
CAS No.:1383438-23-0
Molecular Formula:C₃₃H₄₇NO₄SSn
Molecular Weight:672.516
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 1 articles about (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 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: 38.0%

: 1383438-10-5
C₂₅H₂₉NO₄S

: 24850-33-7
allyltributylstanane

: 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

: C₄₀H₆₁NO₄SSn

Guidance literature:: With 2,2'-azobis(isobutyronitrile); In neat (no solvent); at 80 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2016.04.078

Reference yield: 81.0%

: 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

: 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

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - 20 ℃; for 6h; Inert atmosphere;
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

: 1426341-98-1
(3S,3aR)-3a-hydroxymethyl-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