(3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

Base Information

Chemical Name:(3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole
CAS No.:1352748-56-1
Molecular Formula:C₂₀H₂₇NO₂S
Molecular Weight:345.506
Hs Code.:

Synonyms:(3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

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Chemical Property of (3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

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Technology Process of (3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

There total 3 articles about (3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[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: 76.0%

: (E)-N-(2,5-dimethylhexa-2,3-dien-1-yl)-4-methyl-N-(penta-2,4-dien-1-yl)benzenesulfonamide

: 1352748-56-1
(3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

Guidance literature:: With silver hexafluoroantimonate; C₆₄H₄₆AuClNO₂P; In dichloromethane; at -15 - 23 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201105815

Reference yield:

: 65359-65-1
ethyl 2,5-dimethylhexa-2,3-dienoate

: 1352748-56-1
(3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 0 - 23 °C / Inert atmosphere

3: silver hexafluoroantimonate; C₆₄H₄₆AuClNO₂P / dichloromethane / -15 - 23 °C / Inert atmosphere

With silver hexafluoroantimonate; di-isopropyl azodicarboxylate; C₆₄H₄₆AuClNO₂P; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201105815

Reference yield:

: 1352748-68-5
2,5-dimethylhexa-2,3-dien-1-ol

: 136573-40-5
(E)-4-methyl-N-(penta-2,4-dien-1-yl)benzenesulfonamide

: 1352748-56-1
(3aR,8aR)-5-isopropyl-3a-methyl-2-tosyl-1,2,3,3a,6,8a-hexahydrocyclohepta[c]pyrrole

Guidance literature:: Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 0 - 23 °C / Inert atmosphere

2: silver hexafluoroantimonate; C₆₄H₄₆AuClNO₂P / dichloromethane / -15 - 23 °C / Inert atmosphere

With silver hexafluoroantimonate; di-isopropyl azodicarboxylate; C₆₄H₄₆AuClNO₂P; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201105815