Diethyl acetamido[(4-nitrophenyl)methyl]propanedioate

Base Information

• Chemical Name: Diethyl acetamido[(4-nitrophenyl)methyl]propanedioate
• CAS No.: 6265-87-8
• Molecular Formula: C16H20 N2 O7
• Molecular Weight: 352.344
• NSC Number: 33153
• DSSTox Substance ID: DTXSID80283733
• Wikidata: Q82018406
• Mol file: 6265-87-8.mol

Synonyms:6265-87-8;NSC33153;Diethyl acetamido[(4-nitrophenyl)methyl]propanedioate;SCHEMBL11601585;DTXSID80283733;NSC-33153;diethyl 2-(acetylamino)-2-(4-nitrobenzyl)malonate

Chemical Property of Diethyl acetamido[(4-nitrophenyl)methyl]propanedioate

Chemical Property:

• Vapor Pressure: 3.43E-11mmHg at 25°C
• Boiling Point: 526.9°C at 760 mmHg
• Flash Point: 272.5°C
• Density: 1.262g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 352.12705098
• Heavy Atom Count: 25
• Complexity: 489

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=C(C=C1)[N+](=O)[O-])(C(=O)OCC)NC(=O)C

Technology Process of Diethyl acetamido[(4-nitrophenyl)methyl]propanedioate

There total 6 articles about Diethyl acetamido[(4-nitrophenyl)methyl]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: 90.0%

2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester (6265-87-8)

Guidance literature:

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

4-nitrobenzyl halide; In ethanol; Heating;

DOI:10.1016/j.ejmech.2005.01.002

Reference yield: 82.0%

1-bromomethyl-4-nitro-benzene (100-11-8) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester (6265-87-8)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium ethanolate; In ethanol; for 1.66667h; Heating;

1-bromomethyl-4-nitro-benzene; In ethanol; for 20h; Further stages.; Heating;

DOI:10.1021/jm070401q

Reference yield:

4-nitrobenzyl chloride (100-14-1) → 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester (6265-87-8)

Guidance literature:

With ethanol;

DOI:10.1021/ja01145a022

upstream raw materials:

2-(N-acetylamino)-2-benzylpropanedioic diethyl ester

1-bromomethyl-4-nitro-benzene

2-acetylaminomalonic acid diethyl ester

4-nitrobenzyl chloride

Downstream raw materials:

acetylamino-(4-nitro-benzyl)-malonic acid

4-nitrophenylalanine

N-acetyl-4-nitro-DL-phenylalanine

diethyl 2-acetamido-2-(4-aminobenzyl)malonate

Refernces

• 1、 Chong, Hyun-Soon,Ma, Xiang,Le, Thien,Kwamena, Baidoo,Milenic, Diane E.,Brady, Erik D.,Song, Hyun A.,Brechbiel, Martin W.. "Rational design and generation of a bimodal bifunctional ligand for antibody-targeted radiation cancer therapy". . p. 118 - 125. Retrieved 2008/09/18.
• 2、 Matsumoto. "Potassium carbonate as a base in the alkylation of ethyl acetamidocyanoacetate.". . p. 1990 - 1995. Retrieved 2007/10/04.