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

Base Information

• Chemical Name: (3aR,8bS)-3a-hydroxymethyl-3-methylene-1-tosyl-1,2,3,3a,4,8bhexahydroindeno[1,2-b]pyrrole
• CAS No.: 1426342-02-0
• Molecular Formula: C₂₀H₂₁NO₃S
• Molecular Weight: 355.458

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

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

Chemical Property:

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

There total 7 articles about (3aR,8bS)-3a-hydroxymethyl-3-methylene-1-tosyl-1,2,3,3a,4,8bhexahydroindeno[1,2-b]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: 99.0%

(3aR,8bS)-tert-butyl-3-methylene-1-tosyl-1,2,3,3a,4,8b-hexahydroindeno[1,2-b]pyrrole-3a-carboxylate → (3aR,8bS)-3a-hydroxymethyl-3-methylene-1-tosyl-1,2,3,3a,4,8bhexahydroindeno[1,2-b]pyrrole (1426342-02-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -50 ℃; for 11h;

DOI:10.1039/c6ob01018k

Reference yield: 76.0%

(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-methylene-1-tosyl-1,2,3,3a,4,8bhexahydroindeno[1,2-b]pyrrole (1426342-02-0)

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: 62.0%

C28H39BrClNO3SSn → (3aR,8bS)-3a-hydroxymethyl-3-methylene-1-tosyl-1,2,3,3a,4,8bhexahydroindeno[1,2-b]pyrrole (1426342-02-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; for 25h; Inert atmosphere; Reflux;

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

iodobenzene

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

bromobenzene

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