(R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

Base Information

Chemical Name:(R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole
CAS No.:1286255-70-6
Molecular Formula:C₁₇H₁₅BrClNO₂
Molecular Weight:380.669
Hs Code.:

Synonyms:(R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

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Chemical Property of (R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

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Technology Process of (R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

There total 4 articles about (R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole 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: 72.0%

: 1286255-65-9
4-bromo-N-[2-(3-methoxyphenyl)allyl]benzamide

: 1286255-70-6
(R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

Guidance literature:: With 1,3-dichloro-5,5-diphenylhydantoin; 1,4-bis(9-O-dihydroquinidine)phthalazine; In trifluoroethanol; at -30 ℃; for 1h; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/anie.201006910

Reference yield:

: 667433-79-6
1-phthalimido-2-(3-methoxyphenyl)-2-ethanone

: 1286255-70-6
(R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere

1.2: -78 - 120 °C / Inert atmosphere

2.1: hydrazine hydrate / methanol / 20 °C

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

4.1: 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; sodium hexamethyldisilazane; hydrazine hydrate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In tetrahydrofuran; methanol; trifluoroethanol; dichloromethane; toluene;
DOI:10.1002/anie.201006910

Reference yield:

: 106191-59-7
β-methylene-β-(3-methoxyphenyl)ethanamine

: 1286255-70-6
(R)-2-(4-bromophenyl)-5-(chloromethyl)-5-(3-methoxyphenyl)-4,5-dihydrooxazole

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2: 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; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In trifluoroethanol; dichloromethane;
DOI:10.1002/anie.201006910