(3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

Base Information

Chemical Name:(3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one
CAS No.:122346-52-5
Molecular Formula:C₁₈H₂₀O₃S
Molecular Weight:316.421
Hs Code.:

Synonyms:

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Chemical Property of (3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

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Technology Process of (3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

There total 10 articles about (3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one 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:

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 122346-52-5,122407-25-4
(3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) NaH, n-BuLi / 1.) THF, 0 deg C, 2.) from -30 deg C to room temperature

2: tosyl azide, triethyl amine / acetonitrile / Ambient temperature

3: copper powder / CH₂Cl₂ / Heating

4: 80 percent / m-choloroperbenzoic acid, potassium carbonate / CH₂Cl₂ / -50 °C

5: periodic acid / diethyl ether / 0 °C

6: sodium borohydride / methanol / 0 °C

7: triethyl amine / DMAP / CH₂Cl₂ / Ambient temperature

8: sodium iodide / acetone / Heating

9: dimethylformamide / Ambient temperature

10: lithium diisopropylamine / tetrahydrofuran / 0.17 h / -78 °C

With sodium tetrahydroborate; n-butyllithium; 4-toluenesulfonyl azide; copper; sodium hydride; potassium carbonate; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; lithium diisopropyl amide; dmap; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)80710-8

Reference yield:

: 122346-50-3
(1R,5R,6R)-6-(3-Benzenesulfonyl-propyl)-6-methyl-2-methylene-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester

: 122346-52-5,122407-25-4
(3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

: 122346-51-4,122407-26-5
(3aS,3bS,7aS)-6-Benzenesulfonyl-3b-methyl-1-methylene-octahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 1h; Yield given;
DOI:10.1016/S0040-4039(00)80710-8

Reference yield:

: 56523-17-2
methyl 3-oxo-7,11-dimethyl-dodeca-6,10-dienoate

: 122346-52-5,122407-25-4
(3aS,3bS,7aS)-6-Benzenesulfonyl-1,3b-dimethyl-3,3a,3b,4,5,6-hexahydro-cyclopenta[1,3]cyclopropa[1,2]benzen-7-one

Guidance literature:: Multi-step reaction with 9 steps

1: tosyl azide, triethyl amine / acetonitrile / Ambient temperature

2: copper powder / CH₂Cl₂ / Heating

3: 80 percent / m-choloroperbenzoic acid, potassium carbonate / CH₂Cl₂ / -50 °C

4: periodic acid / diethyl ether / 0 °C

5: sodium borohydride / methanol / 0 °C

6: triethyl amine / DMAP / CH₂Cl₂ / Ambient temperature

7: sodium iodide / acetone / Heating

8: dimethylformamide / Ambient temperature

9: lithium diisopropylamine / tetrahydrofuran / 0.17 h / -78 °C

With sodium tetrahydroborate; 4-toluenesulfonyl azide; copper; potassium carbonate; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; lithium diisopropyl amide; dmap; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)80710-8