(+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

Base Information

Chemical Name:(+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione
CAS No.:917097-47-3
Molecular Formula:C₂₅H₃₄O₂S
Molecular Weight:398.61
Hs Code.:

Synonyms:(+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

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Chemical Property of (+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

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Technology Process of (+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

There total 11 articles about (+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione 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:

: 149789-99-1,126541-53-5
(1S,7aS)-1-((tert-butyldimethylsilyl)oxy)-7a-methyl-1,2,3,6,7,7a-hexahydro-5H-inden-5-one

: 917097-47-3
(+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaH / tetrahydrofuran / Heating

1.2: 16 percent / tetrahydrofuran; 1,2-dimethoxy-ethane / 60 °C

2.1: 47 percent / TiCl₄; Mg / tetrahydrofuran / 0.75 h / 0 - 20 °C

3.1: 68 percent / TBAF / tetrahydrofuran / 1.5 h / 45 °C

4.1: 100 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

5.1: 95 percent / NaOMe / methanol / 20 °C

6.1: 85 percent / n-BuLi; CuCN / tetrahydrofuran; hexane / 2 h / -68 °C

7.1: 65 percent / H₂ / PtO₂ / methanol / 3 h / 20 °C

8.1: LDA / tetrahydrofuran; hexane / 1 h / -70 °C

8.2: 86 percent / tetrahydrofuran; hexane / 2 h / -70 - 20 °C

9.1: aq. HCl / tetrahydrofuran / 20 °C

With pyridine; hydrogenchloride; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; titanium tetrachloride; sodium hydride; Dess-Martin periodane; magnesium; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; 4.1: Dess-Martin oxidation;
DOI:10.1021/ol062304h

Reference yield:

: 917097-46-2
(+)-(3''S,3a''R,5''S,7a''S)-2''-phenylthio-3''-isopropyl-5'',7a''-dimethyl-3'',3a'',5'',6'',7'',7a''-hexahydrodispiro[1,3-dioxolane-2,1'-cyclohexane-4',4''-inden]-1''(2''H)-one

: 917097-47-3
(+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol062304h

Reference yield:

: 917097-41-7
(+)-(3a''R,7a''S)-7a''-methyl-5''-methylene-5'',6'',7'',7a''-tetrahydrodispiro[1,3-dioxolane-2,1'-cyclohexane-4',4''-inden]-1''(3a''H)-one

: 917097-47-3
(+)-(3'S,3a'R,5'S,7a'S)-3'-isopropyl-5',7a'-dimethyl-2'-(phenylthio)-3',3a',5',6',7',7a'-hexahydro-4H-spiro[cyclohexane-1,4'-indene]-1',4(2'H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / n-BuLi; CuCN / tetrahydrofuran; hexane / 2 h / -68 °C

2.1: 65 percent / H₂ / PtO₂ / methanol / 3 h / 20 °C

3.1: LDA / tetrahydrofuran; hexane / 1 h / -70 °C

3.2: 86 percent / tetrahydrofuran; hexane / 2 h / -70 - 20 °C

4.1: aq. HCl / tetrahydrofuran / 20 °C

With hydrogenchloride; n-butyllithium; hydrogen; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane;
DOI:10.1021/ol062304h