(3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole

Base Information

• Chemical Name: (3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole
• CAS No.: 1426342-11-1
• Molecular Formula: C₂₈H₃₈BrNO₃SSn
• Molecular Weight: 667.295
• Mol file: 1426342-11-1.mol

Synonyms:(3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole

Chemical Property of (3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole

There total 1 articles about (3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole 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: 55.0%

(3S,3aS)-tert-butyl 3-(2-bromophenyl)-5,5-dibutyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole-3a-carboxylate (1426342-13-3) → (3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole (1426342-11-1)

Guidance literature:

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

DOI:10.1021/ol4003948

Reference yield: 95.0%

(3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole (1426342-11-1) → (3aR,8bS)-3a-hydroxymethyl-3-(E-deuterio)methylene-1-tosyl-1,2,3,3a,4,8b-hexahydroindeno-[1,2-b]pyrrole

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; deutero-chloric acid; In 1,4-dioxane; water; at 100 ℃; for 24h; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c6ob01018k

Reference yield: 83.0%

3-methoxy-1-iodobenzene (766-85-8) + (3S,3aS)-3-(2-bromophenyl)-5,5-dibutyl-3a-hydroxymethyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole (1426342-11-1) → (3aR,8bS,E)-3a-hydroxymethyl-3-(3-methoxybenzylidene)-1-tosyl-1,2,3,3a,4,8b-hexahydroindeno[1,2-b]pyrrole

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c6ob01018k

upstream raw materials:

(3S,3aS)-tert-butyl 3-(2-bromophenyl)-5,5-dibutyl-2-tosyl-1,2,3,3a,4,5-hexahydrostannolo[3,4-c]pyrrole-3a-carboxylate

Downstream raw materials:

(3aR,8bS)-3a-hydroxymethyl-3-methylene-1-tosyl-1,2,3,3a,4,8bhexahydroindeno[1,2-b]pyrrole

(3aR,8bS,E)-3-benzylidene-3a-hydroxymethyl-1-tosyl-1,2,3,3a,4,8b-hexahydroindeno[1,2-b]pyrrole