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

Base Information

• Chemical Name: (S)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone
• CAS No.: 1614264-55-9
• Molecular Formula: C₁₈H₂₁NO₅
• Molecular Weight: 331.368
• Mol file: 1614264-55-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (S)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-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:

(±)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone (1614264-87-7) → (S)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone (1614264-55-9) + C13H13NO3 (1614264-58-2) + (R)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone + C13H13NO3

Guidance literature:

With Candida antarctica lipase B; water; In tert-butyl methyl ether; at 28 ℃; for 9h; Enzymatic reaction;

DOI:10.1016/j.tet.2014.05.012

Reference yield:

benzaldehyde (100-52-7) → (S)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone (1614264-55-9) + C13H13NO3

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid; ammonium acetate / 11 h / 80 °C / Reflux

2.1: trifluoroacetic acid / dichloromethane / 0 °C

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

3.2: 22 h / 20 °C

4.1: water; Candida antarctica lipase B / tert-butyl methyl ether / 9 h / 28 °C / Enzymatic reaction

With Candida antarctica lipase B; ammonium acetate; water; caesium carbonate; acetic acid; trifluoroacetic acid; In dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.012

Reference yield:

(±)-5-[(2-cyanoethyl)oxycarbonyl]-6-methyl-4-phenyl-3,4-dihydro-2(1H)-pyridone (1614264-68-4) → (S)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone (1614264-55-9) + C13H13NO3

Guidance literature:

Multi-step reaction with 3 steps

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

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

2.2: 22 h / 20 °C

3.1: water; Candida antarctica lipase B / tert-butyl methyl ether / 9 h / 28 °C / Enzymatic reaction

With Candida antarctica lipase B; water; caesium carbonate; sodium hydroxide; In tert-butyl methyl ether; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tet.2014.05.012

upstream raw materials:

benzaldehyde

chloromethyl isobutyrate

6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyridine-5-carboxylic acid

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