(±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone

Base Information

• Chemical Name: (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone
• CAS No.: 1614264-92-4
• Molecular Formula: C₁₈H₂₀BrNO₅
• Molecular Weight: 410.264
• Mol file: 1614264-92-4.mol

Synonyms:(±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone

Chemical Property of (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone

There total 5 articles about (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone 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: 83.0%

chloromethyl isobutyrate (61644-18-6) + (±)-4-(4-bromophenyl)-5-carboxy-6-methyl-3,4-dihydro-2(1H)-pyridone (1614264-77-5) → (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone (1614264-92-4)

Guidance literature:

(±)-4-(4-bromophenyl)-5-carboxy-6-methyl-3,4-dihydro-2(1H)-pyridone; With caesium carbonate; In N,N-dimethyl-formamide;

chloromethyl isobutyrate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2014.05.012

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone (1614264-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid; ammonium acetate / 4 h / 80 °C / Reflux

2.1: trifluoroacetic acid / dichloromethane / 0 °C

3.1: caesium carbonate / N,N-dimethyl-formamide

3.2: 24 h / 20 °C

With ammonium acetate; caesium carbonate; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.012

Reference yield:

(±)-4-(4-bromophenyl)-5-[(2-cyanoethyl)oxycarbonyl]-6-methyl-3,4-dihydro-2(1H)-pyridone (1614264-73-1) → (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone (1614264-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; water / acetone / 20 °C

2.1: caesium carbonate / N,N-dimethyl-formamide

2.2: 24 h / 20 °C

With water; caesium carbonate; sodium hydroxide; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tet.2014.05.012

upstream raw materials:

4-bromo-benzaldehyde

chloromethyl isobutyrate

(±)-4-(4-bromophenyl)-5-carboxy-6-methyl-3,4-dihydro-2(1H)-pyridone

(±)-4-(4-bromophenyl)-5-[(2-cyanoethyl)oxycarbonyl]-6-methyl-3,4-dihydro-2(1H)-pyridone

Downstream raw materials:

C₁₃H₁₂BrNO₃

methyl 4-(4-bromophenyl)-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate

(S)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone

(R)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone