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(R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-fluorophenyl)methanol

Base Information
  • Chemical Name:(R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-fluorophenyl)methanol
  • CAS No.:1332487-55-4
  • Molecular Formula:C32H46FNO2Si
  • Molecular Weight:523.807
  • Hs Code.:
(R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-fluorophenyl)methanol

Synonyms:

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Chemical Property of (R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-fluorophenyl)methanol
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Technology Process of (R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-fluorophenyl)methanol

There total 10 articles about (R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-fluorophenyl)methanol 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:
Guidance literature:
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In tetrahydrofuran; at 50 ℃; for 36h; Inert atmosphere;
DOI:10.1021/jm500431d
Guidance literature:
Multi-step reaction with 10 steps
1: 0.17 h / 210 °C
2: trichlorophosphate / N,N-dimethyl-formamide / 12 h / 80 °C
3: sodium iodide; acetyl chloride / acetonitrile / 3 h / 50 °C
4: (1R,2S)-1-Amino-2-indanol; borane Ν,Ν-diethylaniline complex / tetrahydrofuran / 28 h / 0 - 20 °C
5: 2,6-dimethylpyridine / tetrahydrofuran / 12 h / 20 °C
6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; toluene / 12 h / 85 °C / Inert atmosphere
7: diisobutylaluminium hydride / dichloromethane / 2 h / 0 °C
8: Dess-Martin periodane / dichloromethane / 12 h / 0 - 20 °C
9: isopropylmagnesium chloride / tetrahydrofuran / 12 h / -40 - 20 °C
10: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / tetrahydrofuran / 36 h / 50 °C / Inert atmosphere
With 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; borane Ν,Ν-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; isopropylmagnesium chloride; diisobutylaluminium hydride; Dess-Martin periodane; acetyl chloride; cesium fluoride; sodium iodide; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 6: |Negishi Coupling / 10: |Suzuki Coupling;
DOI:10.1021/jm500431d
Guidance literature:
Multi-step reaction with 9 steps
1: trichlorophosphate / N,N-dimethyl-formamide / 12 h / 80 °C
2: sodium iodide; acetyl chloride / acetonitrile / 3 h / 50 °C
3: (1R,2S)-1-Amino-2-indanol; borane Ν,Ν-diethylaniline complex / tetrahydrofuran / 28 h / 0 - 20 °C
4: 2,6-dimethylpyridine / tetrahydrofuran / 12 h / 20 °C
5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; toluene / 12 h / 85 °C / Inert atmosphere
6: diisobutylaluminium hydride / dichloromethane / 2 h / 0 °C
7: Dess-Martin periodane / dichloromethane / 12 h / 0 - 20 °C
8: isopropylmagnesium chloride / tetrahydrofuran / 12 h / -40 - 20 °C
9: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / tetrahydrofuran / 36 h / 50 °C / Inert atmosphere
With 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; borane Ν,Ν-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; isopropylmagnesium chloride; diisobutylaluminium hydride; Dess-Martin periodane; acetyl chloride; cesium fluoride; sodium iodide; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 5: |Negishi Coupling / 9: |Suzuki Coupling;
DOI:10.1021/jm500431d
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