Ethyl 2-acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-YL]propanoate

Base Information

• Chemical Name: Ethyl 2-acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-YL]propanoate
• CAS No.: 127020-34-2
• Molecular Formula: C14H20N2O7
• Molecular Weight: 328.32
• DSSTox Substance ID: DTXSID10560867
• Wikidata: Q82444492
• Mol file: 127020-34-2.mol

Synonyms:127020-34-2;ETHYL 2-ACETAMIDO-2-ETHOXYCARBONYL-3-[3-HYDROXY-5-METHYLISOXAZOL-4-YL]PROPANOATE;diethyl 2-acetamido-2-[(5-methyl-3-oxo-1,2-oxazol-4-yl)methyl]propanedioate;Diethyl 2-acetamido-2-((3-hydroxy-5-methylisoxazol-4-yl)methyl)malonate;starbld0007761;DTXSID10560867;Diethyl acetamido[(5-methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)methyl]propanedioate

Chemical Property of Ethyl 2-acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-YL]propanoate

Chemical Property:

• PSA: 131.45000
• LogP: 1.07250
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Methanol
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 328.12705098
• Heavy Atom Count: 23
• Complexity: 535

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-Acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-yl]propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=C(ONC1=O)C)(C(=O)OCC)NC(=O)C
• Uses: Ethyl 2-Acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-yl]propanoate (cas# 127020-34-2) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-YL]propanoate

There total 3 articles about Ethyl 2-acetamido-2-ethoxycarbonyl-3-[3-hydroxy-5-methylisoxazol-4-YL]propanoate 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: 69.0%

ethyl 2-acetamido-2-ethoxycarbonyl-3-(3-ethoxy-5-methylisoxazol-4-yl)propionate (127020-29-5) → ethyl 2-acetamido-2-ethoxycarbonyl-3-(2-ethyl-3-hydroxy-5-methylisoxazol-4-yl)propionate (127020-34-2)

Guidance literature:

With hydrogen bromide; for 1h; Heating;

DOI:10.3891/acta.chem.scand.44-0096

Reference yield:

3-Hydroxy-4,5-dimethylisoxazole (930-83-6) → ethyl 2-acetamido-2-ethoxycarbonyl-3-(2-ethyl-3-hydroxy-5-methylisoxazol-4-yl)propionate (127020-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / K₂CO₃ / acetone / 60 °C

2: 1.) N-bromosuccinimide, benzoyl peroxide, 2.) Na / 1.) CCl₄, reflux, 3 h, 2.) ethanol, reflux, 4 h

3: 69 percent / 33percent HBr in glacial acetic acid / 1 h / Heating

With N-Bromosuccinimide; Perbenzoic acid; hydrogen bromide; sodium; potassium carbonate; In acetone;

DOI:10.3891/acta.chem.scand.44-0096

Reference yield:

3-ethoxy-4,5-dimethylisoxazol (127020-26-2) → ethyl 2-acetamido-2-ethoxycarbonyl-3-(2-ethyl-3-hydroxy-5-methylisoxazol-4-yl)propionate (127020-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-bromosuccinimide, benzoyl peroxide, 2.) Na / 1.) CCl₄, reflux, 3 h, 2.) ethanol, reflux, 4 h

2: 69 percent / 33percent HBr in glacial acetic acid / 1 h / Heating

With N-Bromosuccinimide; Perbenzoic acid; hydrogen bromide; sodium;

DOI:10.3891/acta.chem.scand.44-0096

upstream raw materials:

ethyl 2-acetamido-2-ethoxycarbonyl-3-(3-ethoxy-5-methylisoxazol-4-yl)propionate

3-ethoxy-4,5-dimethylisoxazol

3-Hydroxy-4,5-dimethylisoxazole