(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

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Chemical Name:(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone
CAS No.:1448245-43-9
Molecular Formula:C₂₁H₃₀N₂O₃S
Molecular Weight:390.547
Hs Code.:

Synonyms:(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

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Chemical Property of (3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

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Technology Process of (3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

There total 3 articles about (3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone 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: 86.0%

: 1448245-29-1
(5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)-2,3,5,6,7,7a-hexahydro-1H-isoindol-5-yl]pyrrolidin-1-yl-methanone

: 1448245-43-9
(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

Guidance literature:: With Pd/C (30%); hydrogen; In toluene; at 20 ℃; for 16h; under 760.051 Torr; diastereoselective reaction; Schlenk technique;
DOI:10.1002/anie.201206122

Reference yield:

: 132330-45-1
4-methyl-N-(2-methylallyl)-N-(prop-2-ynyl)benzenesulfonamide

: 1448245-43-9
(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

Guidance literature:: Multi-step reaction with 2 steps

1: (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen / dichloromethane / 16 h / 20 °C / Schlenk technique

2: hydrogen; Pd/C (30%) / toluene / 16 h / 20 °C / 760.05 Torr / Schlenk technique

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; Pd/C (30%); hydrogen; (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; In dichloromethane; toluene;
DOI:10.1002/anie.201206122

Reference yield:

: 42104-70-1,31605-88-6
N-acryloylpyrrolidine

: 1448245-43-9
(3aS,5S,7aR)-(-)-[7a-methyl-2-(toluene-4-sulfonyl)octahydroisoindol-5-yl]pyrrolidin-1-yl-methanone

Guidance literature:: Multi-step reaction with 2 steps

1: (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen / dichloromethane / 16 h / 20 °C / Schlenk technique

2: hydrogen; Pd/C (30%) / toluene / 16 h / 20 °C / 760.05 Torr / Schlenk technique

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; Pd/C (30%); hydrogen; (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; In dichloromethane; toluene;
DOI:10.1002/anie.201206122