(2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

Base Information

Chemical Name:(2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one
CAS No.:913093-78-4
Molecular Formula:C₂₆H₃₀O₃S
Molecular Weight:422.588
Hs Code.:

Synonyms:(2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

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Chemical Property of (2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

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Technology Process of (2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

There total 5 articles about (2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-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: 92.0%

: 913093-77-3
(3S,5S)-3-hydroxy-3-[(1S)-1-hydroxy-2-(phenylsulfanyl)ethyl]-5-isopropenyl-2,2-dimethylcyclohexanone

: 1125-88-8
benzaldehyde dimethyl acetal

: 913093-78-4
(2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

Guidance literature:: With naphthalenesulfonic acid; In dichloromethane; for 2h;
DOI:10.1002/ejoc.200600284

Reference yield:

: 913093-74-0
(1R,3R,5R)-5-isopropenyl-2,2-dimethyl-1-vinylcyclohexane-1,3-diol

: 913093-78-4
(2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: tert-butyl hydroperoxide / vanadylacetylacetonate / CH₂Cl₂

2: 9.5 g / CrO₃; aq. H₂SO₄ / acetone / 0.33 h / 0 °C

3: 91 percent / K₂CO₃ / acetonitrile / 2 h

4: 92 percent / naphthalenesulfonic acid / CH₂Cl₂ / 2 h

With chromium(VI) oxide; tert.-butylhydroperoxide; naphthalenesulfonic acid; sulfuric acid; potassium carbonate; bis(acetylacetonato) oxovanadium(IV); In dichloromethane; acetone; acetonitrile; 2: Jones oxidation;
DOI:10.1002/ejoc.200600284

Reference yield:

: 97643-04-4
2,2-dimethyl-3(R)-hydroxy-5(R)-isopropylenecyclohexanone

: 913093-78-4
(2S,4S,5S,9S)-9-isopropenyl-6,6-dimethyl-2-phenyl-4-[(phenylthio)methyl]-1,3-dioxaspiro[4.5]decan-7-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 96 percent / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

2.1: tert-butyl hydroperoxide / vanadylacetylacetonate / CH₂Cl₂

3.1: 9.5 g / CrO₃; aq. H₂SO₄ / acetone / 0.33 h / 0 °C

4.1: 91 percent / K₂CO₃ / acetonitrile / 2 h

5.1: 92 percent / naphthalenesulfonic acid / CH₂Cl₂ / 2 h

With chromium(VI) oxide; tert.-butylhydroperoxide; n-butyllithium; naphthalenesulfonic acid; sulfuric acid; potassium carbonate; bis(acetylacetonato) oxovanadium(IV); In tetrahydrofuran; hexane; dichloromethane; acetone; acetonitrile; 3.1: Jones oxidation;
DOI:10.1002/ejoc.200600284