(R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate

Base Information

• Chemical Name: (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate
• CAS No.: 133678-80-5
• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.266
• Mol file: 133678-80-5.mol

Synonyms:(R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate

Chemical Property of (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate

There total 4 articles about (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate 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: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (S)-(+)-methyl 2-(chloroformyl)-2-(4-methylphenyl)propionate (141045-62-7) → (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate (133678-80-5)

Guidance literature:

In diethyl ether; at 0 ℃; for 0.25h;

DOI:10.1021/jo00038a041

Reference yield:

methyl 2-(4-methylphenyl)propanoate (79443-97-3) → (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate (133678-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) i-Pr₂NH, n-BuLi / 1) THF, -78 deg C, 1 h, 2) 0 deg C, 30 min

2: 95 percent / 2N NaOH / H₂O / 1 h / 25 °C / pig liver esterase, pH 7.2

3: 95 percent / oxalyl chloride / benzene / 12 h / 45 °C

4: 80 percent / diethyl ether / 0.25 h / 0 °C

With sodium hydroxide; n-butyllithium; oxalyl dichloride; diisopropylamine; In diethyl ether; water; benzene;

DOI:10.1021/jo00038a041

Reference yield:

dimethyl 2-methyl-2-(4-methylphenyl)malonate (127047-04-5) → (R)-(+)-methyl 4-diazo-2-methyl-2-(4-methylphenyl)-3-oxobutanoate (133678-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 2N NaOH / H₂O / 1 h / 25 °C / pig liver esterase, pH 7.2

2: 95 percent / oxalyl chloride / benzene / 12 h / 45 °C

3: 80 percent / diethyl ether / 0.25 h / 0 °C

With sodium hydroxide; oxalyl dichloride; In diethyl ether; water; benzene;

DOI:10.1021/jo00038a041

upstream raw materials:

diazomethane

(S)-(+)-methyl 2-(chloroformyl)-2-(4-methylphenyl)propionate

methyl 2-(4-methylphenyl)propanoate

dimethyl 2-methyl-2-(4-methylphenyl)malonate

Downstream raw materials:

methyl 2-(4-methylphenyl)propanoate

(S)-(+)-dimethyl 2-methyl-2-(4-methylphenyl)succinate

(+/-)-methyl 2-<2-<(methoxycarbonyl)methyl>-4-methylphenyl>propionate

(2R,3R)-3-hydroxy-2-methyl-2-(4-methylphenyl)-4-butanolide