diethyl 2-acetamido-2-phenethyl-propanedioate

Base Information

• Chemical Name: diethyl 2-acetamido-2-phenethyl-propanedioate
• CAS No.: 5463-92-3
• Molecular Formula: C17H23NO5
• Molecular Weight: 321.373
• Hs Code.: 2924299090
• NSC Number: 20182
• DSSTox Substance ID: DTXSID70281122
• Wikidata: Q72434671
• Mol file: 5463-92-3.mol

Synonyms:Acetamino-phenethyl-malonsaeure-diethylester;Diethyl 2-acetamido-2-phenethylmalonate;2-acetylamino-2-phenylethylmalonic acid diethyl ester;Acetylamino-phenaethyl-malonsaeure-diaethylester;acetylamino-phenethyl-malonic acid diethyl ester;

Chemical Property of diethyl 2-acetamido-2-phenethyl-propanedioate

Chemical Property:

• Vapor Pressure: 1.62E-09mmHg at 25°C
• Melting Point: 114-115oC
• Boiling Point: 483.8°C at 760 mmHg
• Flash Point: 246.4°C
• PSA: 81.70000
• Density: 1.132
• LogP: 2.01120
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 321.15762283
• Heavy Atom Count: 23
• Complexity: 397

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2-acetamido-2-phenethylmalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)(C(=O)OCC)NC(=O)C
• Uses: Diethyl (Acetylamino)(2-phenylethyl)malonate is used perparation of 2-amino-2-[2-[4''-(2-ethyl-4-oxazolyl)[1,1''-biphenyl]-4-yl]ethyl]-1,3-propanediol.

Technology Process of diethyl 2-acetamido-2-phenethyl-propanedioate

There total 6 articles about diethyl 2-acetamido-2-phenethyl-propanedioate 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: 80.2%

1-phenyl-2-bromoethane (103-63-9) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-acetylamino-2-phenylethylmalonic acid diethyl ester (5463-92-3)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium; In ethanol; at 20 ℃; for 0.666667h;

1-phenyl-2-bromoethane; In ethanol; for 5h; Heating;

DOI:10.1080/10242430210706

Reference yield: 75.0%

2-phenethyl iodide (17376-04-4) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-acetylamino-2-phenylethylmalonic acid diethyl ester (5463-92-3)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium ethanolate; In ethanol; for 0.5h; Reflux;

2-phenethyl iodide; In ethanol; Reflux;

DOI:10.1021/jm200438b

Reference yield: 72.1%

diethyl 2-acetylamino-2-(2-oxo-2-phenylethyl)malonate (15121-91-2) → 2-acetylamino-2-phenylethylmalonic acid diethyl ester (5463-92-3)

Guidance literature:

With perchloric acid; palladium on activated charcoal; hydrogen; In ethanol; water;

upstream raw materials:

1-phenyl-2-bromoethane

2-acetylaminomalonic acid diethyl ester

2-phenylethyl chloride

2-phenethyl iodide

Downstream raw materials:

D,L-homophenylalanine

2-(acetylamino)-4-phenylbutanoic acid

2-Acetylamino-2-phenethyl-malonic acid monoethyl ester

(R)-2-Acetamido-4-phenylbutansaeure