(3′S,9′S)-4′-isopropyl-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′S,9′S)-4′-isopropyl-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.:1332484-88-4
Molecular Formula:C₂₇H₃₂F₃NO₂
Molecular Weight:459.552
Hs Code.:

Synonyms:(3′S,9′S)-4′-isopropyl-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′S,9′S)-4′-isopropyl-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′S,9′S)-4′-isopropyl-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 15 articles about (3′S,9′S)-4′-isopropyl-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: 52.0%

: 1332489-96-9
(S)-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-7′,8′-dihydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′(6′H)-one

: 1332485-72-9
(3'S,9'R)-4'-isopropyl-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

: 1332484-88-4
(3′S,9′S)-4′-isopropyl-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:: (S)-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-7′,8′-dihydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′(6′H)-one; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 2h;

With water; sodium hydroxide; In tetrahydrofuran; at 0 ℃; for 0.5h;

Reference yield:

: 1332484-89-5
(3′S,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-isopropyl-,7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]

: 1332484-88-4
(3′S,9′S)-4′-isopropyl-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:

: 1332487-04-3
(S)-((5S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-(trifluoromethyl)phenyl)methanol

: 1332484-88-4
(3′S,9′S)-4′-isopropyl-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 4 steps

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

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

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

4: 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; Iodine monochloride; triethylamine; cesium fluoride; In tetrahydrofuran; methanol; dichloromethane; 1: |Suzuki Coupling;
DOI:10.1021/jm500431d