(3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole

Base Information

• Chemical Name: (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole
• CAS No.: 1186031-20-8
• Molecular Formula: C₂₀H₂₅NO₂S
• Molecular Weight: 343.49

Synonyms:(3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole

Chemical Property of (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole

Chemical Property:

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Technology Process of (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole

There total 3 articles about (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole 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: 91.0%

N-(3-cyclopentylideneprop-2-en-1-yl)-N-[(2E)-penta-2,4-dien-1-yl]-N-toluenesulfonamide (1011534-25-0) → (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole (1186031-20-8)

Guidance literature:

With silver hexafluoroantimonate; C₆₈H₄₆AuClNO₂P; In dichloromethane; at -15 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol902622b

Reference yield:

N-(3-cyclopentylideneprop-2-en-1-yl)-N-[(2E)-penta-2,4-dien-1-yl]-N-toluenesulfonamide (1011534-25-0) → (3aS,7aR)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole (1186031-19-5) + (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole (1186031-20-8) + C20H25NO2S (1186031-29-7) + C20H25NO2S (1186031-28-6)

Guidance literature:

With silver hexafluoroantimonate; C₄₈H₃₈AuClNO₂P; In dichloromethane; at -30 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja905415r

Reference yield:

N-(3-cyclopentylideneprop-2-en-1-yl)-N-[(2E)-penta-2,4-dien-1-yl]-N-toluenesulfonamide (1011534-25-0) → (3aS,7aR)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole (1186031-19-5) + (3aR,7aS)-4-cyclopentylidene-2-(p-tosyl)-2,3,3a,4,5,7a-hexahydro-1H-isoindole (1186031-20-8)

Guidance literature:

With silver hexafluoroantimonate; C₉₃H₁₀₅AuClO₉P; In dichloromethane; at 25 ℃; for 12h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol902622b

upstream raw materials:

N-(3-cyclopentylideneprop-2-en-1-yl)-N-[(2E)-penta-2,4-dien-1-yl]-N-toluenesulfonamide

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