(2S)-2-benzamido-4-ethoxy-4-oxobutanoic acid

Base Information

• Chemical Name: (2S)-2-benzamido-4-ethoxy-4-oxobutanoic acid
• CAS No.: 779354-17-5
• Molecular Formula: C₁₃H₁₅NO₅
• Molecular Weight: 265.266
• DSSTox Substance ID: DTXSID00703786
• Wikidata: Q82636040
• Mol file: 779354-17-5.mol

Synonyms:779354-17-5;DTXSID00703786;(2S)-2-Benzamido-4-ethoxy-4-oxobutanoic acid (non-preferred name)

Chemical Property of (2S)-2-benzamido-4-ethoxy-4-oxobutanoic acid

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 265.09502258
• Heavy Atom Count: 19
• Complexity: 336

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C(=O)O)NC(=O)C1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)C[C@@H](C(=O)O)NC(=O)C1=CC=CC=C1

Technology Process of (2S)-2-benzamido-4-ethoxy-4-oxobutanoic acid

There total 3 articles about (2S)-2-benzamido-4-ethoxy-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:

benzoyl chloride (98-88-4) + aspartic acid β-ethyl ester hydrochloride (58485-25-9) → N-benzoyl-DL-aspartic acid-4-ethyl ester (779354-17-5)

Guidance literature:

With sodium carbonate; Yield given. Multistep reaction; 1.) water, acetone, 5 deg C, 1 h; 2.) 20 deg C, 1 h;

DOI:10.1248/cpb.34.4516

Reference yield:

benzoyl chloride (98-88-4) → N-benzoyl-DL-aspartic acid-4-ethyl ester (779354-17-5)

Guidance literature:

With 1,4-dioxane; potassium carbonate;

DOI:10.1039/jr9550000259

Reference yield:

N-benzoyl-aspartic acid anhydride (39741-36-1) → N-benzoyl-DL-aspartic acid-1-ethyl ester (23262-02-4) + N-benzoyl-DL-aspartic acid-4-ethyl ester (779354-17-5)

Guidance literature:

With ethanol;

DOI:10.1039/jr9550000259

upstream raw materials:

N-benzoyl-aspartic acid anhydride

benzoyl chloride

aspartic acid β-ethyl ester hydrochloride

Downstream raw materials:

N-(O-ethyl-N-benzoyl-DL-α-aspartyl)-glycine hexylamide

N²-benzoyl-DL-isoasparagine ethyl ester

4-ethoxycarbonylmethyl-5-oxo-2-phenyl-2-oxazoline

Ethyl-β-benzoyl-β-benzoylaminopropionat