Diethyl acetamido(4-bromo-2-nitrobenzyl)malonate

Base Information

• Chemical Name: Diethyl acetamido(4-bromo-2-nitrobenzyl)malonate
• CAS No.: 82420-36-8
• Molecular Formula: C₁₆H₁₉BrN₂O₇
• Molecular Weight: 431.24
• DSSTox Substance ID: DTXSID501145824
• Mol file: 82420-36-8.mol

Synonyms:SCHEMBL3771863;WGZHRTKRDQGLMF-UHFFFAOYSA-N;DTXSID501145824;Diethyl acetamido(4-bromo-2-nitrobenzyl)malonate;1,3-Diethyl 2-(acetylamino)-2-[(4-bromo-2-nitrophenyl)methyl]propanedioate;82420-36-8

Chemical Property of Diethyl acetamido(4-bromo-2-nitrobenzyl)malonate

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 430.03756
• Heavy Atom Count: 26
• Complexity: 531

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=C(C=C(C=C1)Br)[N+](=O)[O-])(C(=O)OCC)NC(=O)C

Technology Process of Diethyl acetamido(4-bromo-2-nitrobenzyl)malonate

There total 2 articles about Diethyl acetamido(4-bromo-2-nitrobenzyl)malonate 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%

4-bromo-1-(bromomethyl)-2-nitrobenzene (82420-34-6) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → Ethyl 2-Acetamido-2-(4'-bromo-2'-nitrobenzyl)malonate (82420-36-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.44.1138

Reference yield:

4-bromo-2-nitrotoluene (60956-26-5) → Ethyl 2-Acetamido-2-(4'-bromo-2'-nitrobenzyl)malonate (82420-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent

2: 68 percent

Reference yield: 90.0%

Ethyl 2-Acetamido-2-(4'-bromo-2'-nitrobenzyl)malonate (82420-36-8) → 4-Bromo-2-nitrophenylalanine Hydrochloride (82420-39-1)

Guidance literature:

upstream raw materials:

4-bromo-1-(bromomethyl)-2-nitrobenzene

2-acetylaminomalonic acid diethyl ester

4-bromo-2-nitrotoluene

Downstream raw materials:

4-Bromo-2-nitrophenylalanine Hydrochloride

[2-(2-Amino-4-bromo-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

[2-(4-Bromo-2-nitro-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

3-(4-Bromo-2-nitro-phenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

Refernces

• 1、 -. "Bicyclic And Tricyclic Compounds As KAT II Inhibitors". Page/Page column 28-29. . Retrieved 2010/12/31.