(R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

Base Information

• Chemical Name: (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine
• CAS No.: 1354648-87-5
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.708
• Mol file: 1354648-87-5.mol

Synonyms:(R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

Chemical Property of (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

There total 4 articles about (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]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: 99.0%

3-(4-chlorophenyl)-2H-benzo[b][1,4]oxazine (32683-62-8) → (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1354648-87-5)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In chloroform; at 25 ℃; for 1h; enantioselective reaction;

DOI:10.1039/d1ta07449k

Reference yield: 92.0%

3-(4-chlorophenyl)-2H-benzo[b][1,4]oxazine (32683-62-8) → (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1354648-87-5) + (S)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]-oxazine (1360820-25-2)

Guidance literature:

3-(4-chlorophenyl)-2H-benzo[b][1,4]oxazine; With (S)-(-)-3,3’-bisphenyl-1,1’-bi-2-naphthyl phosphoric acid; diiodo(p-cymene)ruthenium(II) dimer; pyrrolo[1,2-a]quinoxaline; In tetrahydrofuran; benzene; at 20 ℃; for 0.166667h; Glovebox;

With hydrogen; In tetrahydrofuran; benzene; at 40 ℃; for 38h; under 2068.65 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/ol500176v

Reference yield:

para-chloroacetophenone (99-91-2) → (R)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine (1354648-87-5) + (S)-3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[b][1,4]-oxazine (1360820-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine / ethyl acetate / 20 °C / Inert atmosphere

2: tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate / dichloromethane; water / 24 h / 20 °C / Inert atmosphere

3: (2S)-N-(4-methoxyphenyl)-2-{methyl[(S)-2-methylpropane-2-sulfinyl]amino}-3-phenylpropanamide; trichlorosilane / dichloromethane / 48 h / -40 °C / Inert atmosphere

With (2S)-N-(4-methoxyphenyl)-2-{methyl[(S)-2-methylpropane-2-sulfinyl]amino}-3-phenylpropanamide; trichlorosilane; bromine; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In dichloromethane; water; ethyl acetate;

DOI:10.1021/jo400187e

upstream raw materials:

3-(4-chlorophenyl)-2H-benzo[b][1,4]oxazine

para-chloroacetophenone

4-chlorobenzoylmethyl bromide