Diethyl(acetylamino)(benzyl)propanedioate

Base Information

• Chemical Name: Diethyl(acetylamino)(benzyl)propanedioate
• CAS No.: 3235-26-5
• Molecular Formula: C16H21NO5
• Molecular Weight: 307.346
• NSC Number: 58075
• DSSTox Substance ID: DTXSID50288912
• Nikkaji Number: J1.426.050A
• Wikidata: Q82026054
• ChEMBL ID: CHEMBL1573595
• Mol file: 3235-26-5.mol

Synonyms:3235-26-5;diethyl(acetylamino)(benzyl)propanedioate;NSC58075;CBMicro_017765;NCIOpen2_007434;2-Acetylamino-2-benzyl-malonic acid diethyl ester;MLS000526135;CHEMBL1573595;DTXSID50288912;UIDUTRDHDVYKSF-UHFFFAOYSA-N;HMS2493H05;Ethyl 2-acetamido-2-benzylmalonate;CCG-6225;Diethyl 2-acetamido-2-benzylmalonate;NSC-58075;AKOS000640173;SMR000116609;BIM-0017617.P001;Diethyl 2-(acetylamino)-2-benzylmalonate #

Chemical Property of Diethyl(acetylamino)(benzyl)propanedioate

Chemical Property:

• Vapor Pressure: 2.57E-08mmHg at 25°C
• Boiling Point: 450.7°C at 760 mmHg
• Flash Point: 226.4°C
• Density: 1.149g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 307.14197277
• Heavy Atom Count: 22
• Complexity: 383

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)(C(=O)OCC)NC(=O)C

Technology Process of Diethyl(acetylamino)(benzyl)propanedioate

There total 9 articles about Diethyl(acetylamino)(benzyl)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: 100.0%

benzyl chloride (100-44-7) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-(N-acetylamino)-2-benzylpropanedioic diethyl ester (3235-26-5)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In dichloromethane; at 100 - 110 ℃; for 0.8h; Product distribution; var. solvents, var. time, other reaction partners;

Reference yield: 98.0%

benzyl bromide (100-39-0) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-(N-acetylamino)-2-benzylpropanedioic diethyl ester (3235-26-5)

Guidance literature:

With potassium carbonate; In acetonitrile; Heating;

Reference yield: 89.0%

benzyl methyl carbonate (13326-10-8) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-(N-acetylamino)-2-benzylpropanedioic diethyl ester (3235-26-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; N,O-bis-(trimethylsilyl)-acetamide; {(η4-1,5-cyclooctadiene)Pd(η3-allyl)}BF4; potassium acetate; In tetrahydrofuran; at 80 ℃; for 48h;

DOI:10.1021/ja037735z

upstream raw materials:

dimethyl acetamidomalonate

sodium ethanolate

benzyl chloride

2-acetylaminomalonic acid diethyl ester

Downstream raw materials:

Phenylalanine

2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester

(R,S)-N-acetyl phenylalanine

2-(N-acetylamino)-2-benzylpropanedioic acid ethyl monoester