4-Methoxy-2-methyl-4-oxobutanoic acid

Base Information

• Chemical Name: 4-Methoxy-2-methyl-4-oxobutanoic acid
• CAS No.: 23268-03-3
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• European Community (EC) Number: 816-977-9
• Nikkaji Number: J1.266.482F
• Mol file: 23268-03-3.mol

Synonyms:4-methoxy-2-methyl-4-oxobutanoic acid;23268-03-3;MFCD00211259;MFCD19228194;SCHEMBL1966537;UVQYBUYGFBXQGO-UHFFFAOYSA-N;4-methoxy-2-methyl-4-oxobutanoicacid;AKOS000279138;AKOS022634218;SB45470;4-Methoxy-2-methyl-4-oxo-butyric acid;3-methoxycarbonyl-2-methylpropanoic acid;3-methoxycarbonyl-2-methylpropionic acid;SY110577;SY254299;FT-0772270;FT-0772290;EN300-106540

Chemical Property of 4-Methoxy-2-methyl-4-oxobutanoic acid

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)OC)C(=O)O

Technology Process of 4-Methoxy-2-methyl-4-oxobutanoic acid

There total 18 articles about 4-Methoxy-2-methyl-4-oxobutanoic acid 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: 100.0%

4-methoxy-2-methylene-4-oxobutanoic acid (7338-27-4) → (R)-2-methyl-succinic acid 4-methyl ester (23268-03-3,80986-16-9,111266-27-4,81025-83-4) + (2S)-4-methoxy-2-methyl-4-oxobutanoic acid (111266-27-4)

Guidance literature:

With hydrogen; triethylamine; Ru₂Cl₄((R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)2; In tetrahydrofuran; toluene; at 35 ℃; for 24h; under 2206.5 Torr; Title compound not separated from byproducts; op = 60percent, var. cat. RuHCl*2<(+)-BINAP>;

DOI:10.1016/S0040-4039(00)96006-4

Reference yield: 99.0%

4-methoxy-2-methylene-4-oxobutanoic acid (7338-27-4) → (R)-2-methyl-succinic acid 4-methyl ester (23268-03-3,80986-16-9,111266-27-4,81025-83-4)

Guidance literature:

With catASium; hydrogen; In dichloromethane; for 48h; under 3000.3 Torr; enantioselective reaction; Autoclave; Inert atmosphere;

DOI:10.1002/chem.201202701

Reference yield: 99.0%

→ (R)-2-methyl-succinic acid 4-methyl ester (23268-03-3,80986-16-9,111266-27-4,81025-83-4)

Guidance literature:

With C₅₄H₆₈IrNP⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; caesium carbonate; In methanol; at 45 ℃; for 0.25h; under 4500.45 Torr; Glovebox; Sealed tube;

upstream raw materials:

propan-1-ol

methyl 2-methylsuccinate

(R)-methylsuccinic acid dimethyl ester

4-methoxy-2-methylene-4-oxobutanoic acid

Downstream raw materials:

methyl 3-methyl-4-[methyl(phenyl)amino]-4-oxobutanoate

2-benzyl-3-methyl-succinic acid 1-methyl ester

3-Methyl-4-oxo-6-phenyl-5-hexensaeure-methylester

(3E,5E)-4-Methoxy-3-methyl-6-phenyl-hexa-3,5-dienoic acid methyl ester