tert-Butyl 2-oxobutanoate

Base Information

• Chemical Name: tert-Butyl 2-oxobutanoate
• CAS No.: 37472-51-8
• Molecular Formula: C8H14O3
• Molecular Weight: 158.19500
• DSSTox Substance ID: DTXSID60530954
• Nikkaji Number: J3.173.481I
• Wikidata: Q82402442
• Mol file: 37472-51-8.mol

Synonyms:tert-Butyl 2-oxobutanoate;37472-51-8;t-butyl-2-oxobutyrate;tert-Butyl2-oxobutanoate;SCHEMBL1088039;DTXSID60530954

Chemical Property of tert-Butyl 2-oxobutanoate

Chemical Property:

• Boiling Point: 198.8±9.0 °C(Predicted)
• PSA: 43.37000
• Density: 0.981±0.06 g/cm3(Predicted)
• LogP: 1.30720
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl 2-oxobutanoate

There total 1 articles about tert-Butyl 2-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: 99.0%

2-(Methyl-p-tolyl-hydrazono)-butyric acid tert-butyl ester (177540-34-0) → N-methyl-N-nitroso-p-toluidine (937-24-6) + tert-butyl 2-oxybutanoate (37472-51-8)

Guidance literature:

With ozone; In dichloromethane;

DOI:10.1016/0040-4020(96)00219-0

Reference yield: 82.0%

tert-butyl 2-oxybutanoate (37472-51-8) + C9H8N2O (300843-70-3) → tert-butyl (3R,4R)-2-benzyl-3-cyano-5-hydroxy-4-methylisoxazolidine-5-carboxylate + tert-butyl (3R,4R,5R)-2-benzyl-3-cyano-5-hydroxy-4-methylisoxazolidine-5-carboxylate

Guidance literature:

With Ni⁽²⁺⁾*2C₂H₃O₂^(1-)*4H₂O*C₂₀H₂₆N₂; In tetrahydrofuran; at 0 ℃; for 24h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.1c02833

Reference yield: 69.0%

2-(p-tolyl)-1,2,3,4-tetrahydroisoquinoline (78317-82-5) + tert-butyl 2-oxybutanoate (37472-51-8) → C24H27NO4

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; trifluorormethanesulfonic acid; In isopropyl alcohol; at 20 ℃; stereoselective reaction; Irradiation;

DOI:10.1039/c2sc22131d

upstream raw materials:

2-(Methyl-p-tolyl-hydrazono)-butyric acid tert-butyl ester

Downstream raw materials:

α-methylmalonate mono-tert-butyl ester

(R)-2-hydroxy-butyric acid tert-butyl ester

(S)-tert-butyl 2-hydroxybutanoate

(3R,4R)-tert-butyl 3-methyl-5-nitro-2-oxo-4-phenylpentanoate

Refernces