(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

Base Information

Chemical Name:(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide
CAS No.:1422894-91-4
Molecular Formula:BrH*C₂₇H₃₂F₃NO₃
Molecular Weight:556.463
Hs Code.:

Synonyms:(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

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Chemical Property of (3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

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Technology Process of (3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

There total 16 articles about (3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide 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: 37.0%

: 1332485-18-3
(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol

: 1422894-91-4
(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

Guidance literature:: With hydrogen bromide; In water; acetone; for 2h;

Reference yield:

: 1332486-39-1
(S)-ethyl 5-hydroxy-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carboxylate

: 1422894-91-4
(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

Guidance literature:: Multi-step reaction with 9 steps

1.1: diisobutylaluminium hydride / dichloromethane / 66 h / 0 - 20 °C

1.2: 1 h / 0 °C

2.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / toluene / 65 h / 40 °C

3.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 35 °C

3.2: 1.17 h / -80 - -40 °C

4.1: 2,6-dimethylpyridine / tetrahydrofuran / 19.5 h / -10 - 20 °C

5.1: cesium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 5.5 h / 50 °C

6.1: iodine; lithium carbonate / tetrahydrofuran; acetonitrile / 118.5 h / 50 - 70 °C

7.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 2.5 h / 20 °C / 2585.81 Torr

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C

9.1: hydrogen bromide / acetone / 16 h / 20 °C

With 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; iodine; lithium carbonate; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium; triethylamine; cesium fluoride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;

Reference yield:

: 1332486-12-0
ethyl 4-hydroxy-2-isopropyl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylate

: 1422894-91-4
(3R,9S)-4-isopropyl-7,7-dimethyl-3-(4-(trifluoromethyl)phenyl)-2’,3’,5’,6,6’,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4’-pyran]-9-ol hydrobromide

Guidance literature:: Multi-step reaction with 12 steps

1.1: trichlorophosphate / tetrahydrofuran; N,N-dimethyl-formamide / 70 h / 60 - 70 °C

2.1: sodium iodide; acetyl chloride / acetonitrile / 17 h / 20 °C

3.1: borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol / tetrahydrofuran / 22 h / 0 - 20 °C

4.1: diisobutylaluminium hydride / dichloromethane / 66 h / 0 - 20 °C

4.2: 1 h / 0 °C

5.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / toluene / 65 h / 40 °C

6.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 35 °C

6.2: 1.17 h / -80 - -40 °C

7.1: 2,6-dimethylpyridine / tetrahydrofuran / 19.5 h / -10 - 20 °C

8.1: cesium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 5.5 h / 50 °C

9.1: iodine; lithium carbonate / tetrahydrofuran; acetonitrile / 118.5 h / 50 - 70 °C

10.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 2.5 h / 20 °C / 2585.81 Torr

11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C

12.1: hydrogen bromide / acetone / 16 h / 20 °C

With 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; borane N,N-diethylaniline complex; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; (1R,2S)-1-Amino-2-indanol; tetrabutyl ammonium fluoride; hydrogen bromide; hydrogen; iodine; lithium carbonate; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium; triethylamine; acetyl chloride; cesium fluoride; sodium iodide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;