(6S)-2-nitro-6-({2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinyl}methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Chemical Name:(6S)-2-nitro-6-({2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinyl}methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
CAS No.:1257426-50-8
Molecular Formula:C₁₈H₁₄F₃N₅O₅
Molecular Weight:437.335
Hs Code.:

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

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

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

There total 7 articles about (6S)-2-nitro-6-({2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinyl}methoxy)-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: 58.0%

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

: 1257426-66-6
5-(bromomethyl)-2-[4-(trifluoromethoxy)phenyl]pyrimidine

: 1257426-50-8
(6S)-2-nitro-6-({2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinyl}methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -78 - 0 ℃;
DOI:10.1021/jm101288t

Reference yield: 42.0%

: 1257426-63-3
(6S)-6-{[2-(methylsulfanyl)-5-pyrimidinyl]methoxy}-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

: 139301-27-2
4-trifluoromethoxyphenylboronic acid

: 1257426-50-8
(6S)-2-nitro-6-({2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinyl}methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; trifuran-2-yl-phosphane; copper benzothiophene-2-carboxylate; In tetrahydrofuran; at 50 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jm101288t

Reference yield:

: 139301-27-2
4-trifluoromethoxyphenylboronic acid

: 1257426-50-8
(6S)-2-nitro-6-({2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinyl}methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 17.5 h / Reflux; Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.01 h / -95 °C

2.2: 0.33 h / -90 °C

3.1: sodium tetrahydroborate / methanol / 1 h / 0 °C

4.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / 0 °C

4.2: 1 h / Reflux; Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide / 0 h / -78 °C

With sodium tetrahydroborate; n-butyllithium; sodium hydride; sodium carbonate; methanesulfonyl chloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;