(6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Base Information

Chemical Name:(6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
CAS No.:1333170-94-7
Molecular Formula:C₂₂H₁₉F₂N₃O₅
Molecular Weight:443.407
Hs Code.:

Synonyms:(6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Chemical Property of (6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Technology Process of (6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

There total 5 articles about (6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine 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: 65.0%

: 187235-08-1
(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol

: 1333171-72-4
4-[(1E)-3-bromo-1-propenyl]-4'-(difluoromethoxy)-1,1'-biphenyl

: 1333170-94-7
(6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -78 - 0 ℃; for 1h;
DOI:10.1021/jm200377r

Reference yield:

: 688810-12-0
(4-(difluoromethoxy)phenyl)boronic acid

: 1333170-94-7
(6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 4 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane / 90 - 100 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene / 1 h / -78 - 20 °C

3: phosphorus tribromide / diethyl ether / 3 h / 0 - 20 °C

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / -78 - 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In 1,4-dioxane; diethyl ether; N,N-dimethyl-formamide; toluene; mineral oil; 1: Suzuki coupling;
DOI:10.1021/jm200377r

Reference yield:

: 1333171-64-4
methyl (2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenoate

: 1333170-94-7
(6S)-6-({(2E)-3-[4'-(difluoromethoxy)[1,1'-biphenyl]-4-yl]-2-propenyl}oxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / toluene / 1 h / -78 - 20 °C

2: phosphorus tribromide / diethyl ether / 3 h / 0 - 20 °C

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / -78 - 0 °C

With phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; In diethyl ether; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm200377r