(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

Base Information

Chemical Name:(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]
CAS No.:1332488-92-2
Molecular Formula:C₃₅H₄₈F₃NO₂Si
Molecular Weight:599.852
Hs Code.:

(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

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Technology Process of (3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

There total 13 articles about (3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline] 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:

: 1332488-48-8
(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-2-iodo-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

: 1332488-92-2
(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

Guidance literature:: With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; for 12h; under 7500.75 Torr;
DOI:10.1021/jm500431d

Reference yield:

: 1332486-89-1
(S)-5-(tert-butyldimethylsilyloxy)-2-cyclopentyl-4-iodo-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde

: 1332488-92-2
(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

Guidance literature:: Multi-step reaction with 4 steps

1: isopropylmagnesium chloride / tetrahydrofuran / 12 h / -40 - 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / tetrahydrofuran / 36 h / 50 °C / Inert atmosphere

3: Iodine monochloride / dichloromethane / 24 h / 25 °C

4: triethylamine; palladium 10% on activated carbon; hydrogen / methanol / 12 h / 7500.75 Torr

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; isopropylmagnesium chloride; Iodine monochloride; triethylamine; cesium fluoride; In tetrahydrofuran; methanol; dichloromethane; 2: |Suzuki Coupling;
DOI:10.1021/jm500431d

Reference yield:

: 1332487-53-2
(R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-cyclopentyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-(trifluoromethyl)phenyl)methanol

: 1332488-92-2
(3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

Guidance literature:: Multi-step reaction with 2 steps

1: Iodine monochloride / dichloromethane / 24 h / 25 °C

2: triethylamine; palladium 10% on activated carbon; hydrogen / methanol / 12 h / 7500.75 Torr

With palladium 10% on activated carbon; hydrogen; Iodine monochloride; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jm500431d