(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

Base Information

Chemical Name:(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]
CAS No.:1423046-39-2
Molecular Formula:C₃₃H₄₄F₃NO₃Si
Molecular Weight:587.798
Hs Code.:

(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

Synonyms:(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

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Chemical Property of (3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

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Technology Process of (3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

There total 10 articles about (3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran] 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: 54.0%

: 1423046-34-7
(9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2′,3′,5′,6,6′,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4′-pyran]-3-ol

: 1423046-38-1
(3R,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

: 1423046-39-2
(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

Guidance literature:: (9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2′,3′,5′,6,6′,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4′-pyran]-3-ol; With titanium tetrachloride; In dichloromethane; at 0 - 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

: 1423046-30-3
7-hydroxyspiro[2.5]oct-6-en-5-one

: 1423046-38-1
(3R,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

: 1423046-39-2
(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonium acetate; acetic acid / toluene / 4 h / Dean-Stark; Reflux

2.1: 0.17 h / 200 °C / 15 Torr

2.2: 4 h

3.1: (1R,2S)-1-Amino-2-indanol; borane Ν,Ν-diethylaniline complex / tetrahydrofuran / 27 h / 0 - 20 °C

3.2: 0.5 h

4.1: 2,6-dimethylpyridine / tetrahydrofuran / 1 h

5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.75 h / -78 °C

6.1: titanium tetrachloride; sodium tris(acetoxy)borohydride / dichloromethane / 2.5 h / 0 - 20 °C

With 2,6-dimethylpyridine; borane Ν,Ν-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; ammonium acetate; tert.-butyl lithium; titanium tetrachloride; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; dichloromethane; toluene; pentane;

Reference yield:

: 1373388-85-2
7-amino-spiro[2.5]oct-6-en-5-one

: 1423046-38-1
(3R,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

: 1423046-39-2
(3S,9S)-9-(tert-butyldimethylsilyloxy)-4-isopropyl-9-hydroxy-7,7-(ethan-1,2-diyl)-3-(4-(trifluoromethyl)phenyl)-2',3',5',6,6',7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]

Guidance literature:: Multi-step reaction with 5 steps

1.1: 0.17 h / 200 °C / 15 Torr

1.2: 4 h

2.1: (1R,2S)-1-Amino-2-indanol; borane Ν,Ν-diethylaniline complex / tetrahydrofuran / 27 h / 0 - 20 °C

2.2: 0.5 h

3.1: 2,6-dimethylpyridine / tetrahydrofuran / 1 h

4.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.75 h / -78 °C

5.1: titanium tetrachloride; sodium tris(acetoxy)borohydride / dichloromethane / 2.5 h / 0 - 20 °C

With 2,6-dimethylpyridine; borane Ν,Ν-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; tert.-butyl lithium; titanium tetrachloride; sodium tris(acetoxy)borohydride; In tetrahydrofuran; dichloromethane; pentane;