(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Base Information

Chemical Name:(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone
CAS No.:1450761-05-3
Molecular Formula:C₂₃H₂₀BrNO₂
Molecular Weight:422.321
Hs Code.:

Synonyms:(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Suppliers and Price of (S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of (S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

There total 4 articles about (S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone 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:

: 22731-70-0
1-(4-bromophenyl)prop-2-en-1-one

: 1450761-14-4
2-(allyl(benzyl)amino)phenol

: 1450761-05-3
(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

: (R)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; In dichloromethane; at 40 ℃; for 11h; Overall yield = 52 %; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c3cc43937b

Reference yield:

: 121025-48-7
C₁₉H₂₅NOSi

: 1450761-05-3
(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

: (R)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

4: (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; Hoveyda-Grubbs catalyst second generation / dichloromethane / 11 h / 40 °C / Inert atmosphere

With sodium tetrahydroborate; Hoveyda-Grubbs catalyst second generation; (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 4: |Michael Addition;
DOI:10.1039/c3cc43937b

Reference yield:

: 95-55-6
2-amino-phenol

: 1450761-05-3
(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

: (R)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: magnesium sulfate / methanol / 3 h / Inert atmosphere; Reflux

3: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

6: (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; Hoveyda-Grubbs catalyst second generation / dichloromethane / 11 h / 40 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; Hoveyda-Grubbs catalyst second generation; (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; tetrabutyl ammonium fluoride; magnesium sulfate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 6: |Michael Addition;
DOI:10.1039/c3cc43937b