(3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

Base Information

Chemical Name:(3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one
CAS No.:80906-75-8
Molecular Formula:C₁₇H₂₀OS
Molecular Weight:272.411
Hs Code.:

Synonyms:(3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

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Chemical Property of (3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

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Technology Process of (3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

There total 7 articles about (3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-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:

: 58683-45-7
(1S,5R,6R,7R)-(-)-2-oxa-6-(methoxycarbonyl)-7-hydroxybicyclo<3.3.0>-octan-3-one

: 80906-75-8
(3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 61.1 g / 1.) lithium hexamethyldisilazide / tetrahydrofuran / 2.5 h / 1.) -78 deg C -> RT

2: 23.5 g / H₂ / 5percent Pt/C / ethyl acetate / 2 h / Ambient temperature

3: 83 percent / NaH / tetrahydrofuran / 14 h / Ambient temperature

4: p-toluenesulfonic acid hydrate / benzene / 18 h / Heating

With hydrogen; sodium hydride; toluene-4-sulfonic acid; lithium hexamethyldisilazane; platinum on activated charcoal; In tetrahydrofuran; ethyl acetate; benzene;
DOI:10.1021/ja00372a016

Reference yield:

: 21170-10-5
1,5-dimethylbicyclo<3.3.0>octane-3,7-dione

: 80906-75-8
(3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 38 percent Turnov_. / PCl₅ / CHCl₃ / 4 h / 22 °C

2: 65 percent / H₂, Na₂CO₃ / 5percent Pd/C / methanol / 16 h / 22 °C

3: 83 percent / NaH / tetrahydrofuran / 14 h / Ambient temperature

4: p-toluenesulfonic acid hydrate / benzene / 18 h / Heating

With phosphorus pentachloride; hydrogen; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; benzene;
DOI:10.1021/ja00372a016

Reference yield:

: 21170-09-2
1,5-dimethyl 2,4,6,8-tetramethoxycarbonylbicyclo[3.3.0]octane-3,7-dione

: 80906-75-8
(3aS,6aS)-3a,6a-Dimethyl-1-[1-phenylsulfanyl-meth-(Z)-ylidene]-hexahydro-pentalen-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / acetic acid; H₂O / 7 h / Heating

2: 38 percent Turnov_. / PCl₅ / CHCl₃ / 4 h / 22 °C

3: 65 percent / H₂, Na₂CO₃ / 5percent Pd/C / methanol / 16 h / 22 °C

4: 83 percent / NaH / tetrahydrofuran / 14 h / Ambient temperature

5: p-toluenesulfonic acid hydrate / benzene / 18 h / Heating

With phosphorus pentachloride; hydrogen; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; water; acetic acid; benzene;
DOI:10.1021/ja00372a016