4-Ethoxy-2-hydroxy-4-oxobutanoic acid

Base Information

• Chemical Name: 4-Ethoxy-2-hydroxy-4-oxobutanoic acid
• CAS No.: 15690-37-6
• Molecular Formula: C6H10O5
• Molecular Weight: 0.00000
• DSSTox Substance ID: DTXSID001308772
• Nikkaji Number: J512.399B
• Mol file: 15690-37-6.mol

Synonyms:4-ethoxy-2-hydroxy-4-oxobutanoic acid;15690-37-6;Butanedioic acid, hydroxy-, 4-ethyl ester;2-Hydroxybutanedioic acid 4-ethyl ester;4-Ethyl-2-hydroxyl-succinate;SCHEMBL305092;CHEBI:138665;DTXSID001308772;4-ethoxy-2-hydroxy-4-oxobutanoicacid;AKOS014776172

Chemical Property of 4-Ethoxy-2-hydroxy-4-oxobutanoic acid

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

4-ethoxy-2-hydroxy-4-oxobutanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-Ethoxy-2-hydroxy-4-oxobutanoic acid

There total 8 articles about 4-Ethoxy-2-hydroxy-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%

ethyl (S)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetate → (S)-4-ethoxy-2-hydroxy-4-oxobutanoic acid (225933-67-5,15690-37-6)

Guidance literature:

With water; acetic acid; for 1h; Reflux;

DOI:10.1002/jlcr.3242

Reference yield: 98.0%

diethyl (R)-malate (7554-28-1) → (R)-4-ethoxy-2-hydroxy-4-oxobutanoic acid (15690-37-6)

Guidance literature:

diethyl (R)-malate; With dimethylsulfide borane complex; In tetrahydrofuran; for 1h; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.202001563

Reference yield: 86.0%

4-Hydroxy-5-oxo-2,5-dihydro-furan-2,3-dicarboxylic acid 3-ethyl ester → 2-hydroxy-succinic acid 4-ethyl ester (15690-37-6)

Guidance literature:

With sodium hydroxide; zinc diacetate; In water; at 65 ℃; for 1.5h;

upstream raw materials:

Ethyl oxalacetate

ethanol

malic acid

Diethyl (S)-malate

Downstream raw materials:

1-(tert-butyl) 4-ethyl (S)-2-(tert-butoxy)succinate