Tert-butyl 2-methyl-3-oxobutanoate

Base Information

• Chemical Name: Tert-butyl 2-methyl-3-oxobutanoate
• CAS No.: 39149-65-0
• Molecular Formula: C9H16 O3
• Molecular Weight: 172.224
• Hs Code.: 2918300090
• European Community (EC) Number: 834-710-4
• DSSTox Substance ID: DTXSID90471629
• Nikkaji Number: J387.302A
• Mol file: 39149-65-0.mol

Synonyms:TERT-BUTYL 2-METHYL-3-OXOBUTANOATE;39149-65-0;Butanoic acid,2-methyl-3-oxo-, 1,1-dimethylethyl ester;TERT.-BUTYL 2-METHYL-3-OXOBUTANOATE;SCHEMBL1141948;t-butyl 2-methyl-3-oxobutanoate;Butanoic acid, 2-methyl-3-oxo-, 1,1-dimethylethyl ester;DTXSID90471629;QIFZMFUCASLNCC-UHFFFAOYSA-N;MFCD03425856;AKOS006279190;CS-0243192;D84436;EN300-260455;A934990

Chemical Property of Tert-butyl 2-methyl-3-oxobutanoate

Chemical Property:

• PSA: 43.37000
• LogP: 1.55320
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

TERT-BUTYL 2-METHYL-3-OXOBUTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 2-methyl-3-oxobutanoate

There total 10 articles about Tert-butyl 2-methyl-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: 84.0%

tert-butyl acetoacetate (1694-31-1) + methyl iodide (74-88-4) → tert-butyl 2-methyl-3-oxobutanoate (39149-65-0)

Guidance literature:

tert-butyl acetoacetate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3h;

iodomethane; In tetrahydrofuran; at 80 ℃; for 12h;

DOI:10.1021/ol202977j

Reference yield: 66.0%

tert-butyl propionate (20487-40-5) + N-Methoxy-N-methylacetamide (78191-00-1) → tert-butyl 2-methyl-3-oxobutanoate (39149-65-0)

Guidance literature:

tert-butyl propionate; With n-butyllithium; diisopropylamine; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

N-Methoxy-N-methylacetamide; In diethyl ether; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol800564d

Reference yield: 35.0%

2-methyl-3-oxobutanoic acid (2382-59-4,76652-86-3,76652-88-5) + tert-butyl alcohol (75-65-0) → tert-butyl 2-methyl-3-oxobutanoate (39149-65-0)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-aniline; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/hlca.201100375

upstream raw materials:

tert-butyl acetoacetate

methyl iodide

N-fluoro-N-2,2-dimethylpropyl-p-toluenesulfonamide

2-acetylpropanoic acid ethyl ester

Downstream raw materials:

(E)-3-{(S)-2-[(Diphenylphosphanyl)-methyl]-pyrrolidin-1-yl}-2-methyl-but-2-enoic acid tert-butyl ester