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

Base Information

Chemical Name:(3′R,9′S)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′-ol
CAS No.:1332484-94-2
Molecular Formula:C₂₉H₃₄F₃NO₂
Molecular Weight:485.59
Hs Code.:

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

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

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

There total 14 articles about (3′R,9′S)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′-ol 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:

: 1332488-92-2
(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]

: 1332484-94-2
(3′R,9′S)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 12h;
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

: 1332484-94-2
(3′R,9′S)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′-ol

Guidance literature:: Multi-step reaction with 5 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

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; 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

: 1332484-94-2
(3′R,9′S)-4′-cyclopentyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′-ol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 25 °C

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