(5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

Base Information

Chemical Name:(5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine
CAS No.:1286255-94-4
Molecular Formula:C₁₇H₁₅BrClNO
Molecular Weight:364.669
Hs Code.:

Synonyms:(5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

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Chemical Property of (5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

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Technology Process of (5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

There total 5 articles about (5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-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:

: C₁₇H₁₆BrNO

: 1286255-94-4
(5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

: (5R,6S)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

Guidance literature:: With chloramine T trihydrate; 1,4-bis(9-O-dihydroquinidine)phthalazine; In 2,2,2-trifluoroethanol; at 24 ℃; Reagent/catalyst; Overall yield = 86 %; enantioselective reaction;
DOI:10.1021/ol500861z

Reference yield:

: (E)-1-(3-azidoprop-1-enyl)-4-methylbenzene

: 1286255-94-4
(5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

: (5R,6S)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: water; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

2: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice

3: 1,3-dichloro-5,5-diphenylhydantoin; 1,4-bis(9-O-dihydroquinidine)phthalazine / trifluoroethanol / 1 h / -30 °C

With dmap; 1,3-dichloro-5,5-diphenylhydantoin; water; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; triphenylphosphine; In tetrahydrofuran; trifluoroethanol; dichloromethane;
DOI:10.1002/anie.201006910

Reference yield:

: 122058-30-4
p-methylcinnamyl alcohol

: 1286255-94-4
(5S,6R)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

: (5R,6S)-2-(4-bromophenyl)-5-chloro-6-p-tolyl-5,6-dihydro-4H-1,3-oxazine

Guidance literature:: Multi-step reaction with 5 steps

1: phosphorus tribromide / diethyl ether / 0 °C

2: sodium azide / tetrahydrofuran; water / 0.33 h / 20 °C

3: water; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

4: dmap; triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice

5: 1,3-dichloro-5,5-diphenylhydantoin; 1,4-bis(9-O-dihydroquinidine)phthalazine / trifluoroethanol / 1 h / -30 °C

With dmap; sodium azide; 1,3-dichloro-5,5-diphenylhydantoin; water; phosphorus tribromide; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; triphenylphosphine; In tetrahydrofuran; trifluoroethanol; diethyl ether; dichloromethane; water;
DOI:10.1002/anie.201006910