(6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Base Information

Chemical Name:(6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
CAS No.:1131005-00-9
Molecular Formula:C₁₄H₁₃F₃N₂O₃
Molecular Weight:314.264
Hs Code.:

Synonyms:(6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Chemical Property of (6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Technology Process of (6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

There total 5 articles about (6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-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:

: 1105632-61-8
(6S)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-ol

: 50824-05-0
4-trifluoromethoxybenzyl bromide

: 1131005-00-9
(6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/jm801246z

Reference yield:

: 1162674-93-2
(S)-1-((tert-butyldimethylsilyl)oxy)-3-(2-nitro-1H-imidazol-1-yl)propan-2-ol

: 1131005-00-9
(6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 16 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 125 °C / Microwave irradiation

3: acetic acid / tetrahydrofuran; water / 16 h / 60 °C

4: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; mineral oil / 16 h / -50 - 20 °C

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1128/AAC.00722-13

Reference yield:

: 1105632-78-7
1-((2S)-3-((tert-butyldimethylsilyl)oxy)-2-((tetrahydro-2H-pyran-2-yl)oxy)propyl)-2-nitro-1H-imidazole

: 1131005-00-9
(6S)-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 125 °C / Microwave irradiation

2: acetic acid / tetrahydrofuran; water / 16 h / 60 °C

3: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; mineral oil / 16 h / -50 - 20 °C

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1128/AAC.00722-13