1,3-Bis(phenylmethyl) 2-(2-bromobenzoyl)propanedioate

Base Information

• Chemical Name: 1,3-Bis(phenylmethyl) 2-(2-bromobenzoyl)propanedioate
• CAS No.: 113641-90-0
• Molecular Formula: C₂₄H₁₉BrO₅
• Molecular Weight: 467.316
• DSSTox Substance ID: DTXSID201215919
• Mol file: 113641-90-0.mol

Synonyms:1,3-Bis(phenylmethyl) 2-(2-bromobenzoyl)propanedioate;DTXSID201215919;113641-90-0

Chemical Property of 1,3-Bis(phenylmethyl) 2-(2-bromobenzoyl)propanedioate

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 466.04159
• Heavy Atom Count: 30
• Complexity: 546

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(C(=O)C2=CC=CC=C2Br)C(=O)OCC3=CC=CC=C3

Technology Process of 1,3-Bis(phenylmethyl) 2-(2-bromobenzoyl)propanedioate

There total 1 articles about 1,3-Bis(phenylmethyl) 2-(2-bromobenzoyl)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:

malonic acid dibenzyl ester (15014-25-2) + 2-bromobenzoic acid chloride (7154-66-7) → dibenzyl (o-bromobenzoyl)malonate (113641-90-0)

Guidance literature:

With magnesium; Yield given. Multistep reaction; 1.) ethanol, CCl₄, THF, reflux, 0.5 h; 2.) reflux, 0.5 h;

Reference yield: 45.0%

4-acetoxy azetidinone (28562-53-0) + dibenzyl (o-bromobenzoyl)malonate (113641-90-0) → dibenzyl (o-bromobenzoyl)-(4-oxoazetidin-2-yl)malonate (86951-25-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 2h; Ambient temperature;

Reference yield:

dibenzyl (o-bromobenzoyl)malonate (113641-90-0) → dibenzyl 2-oxobenzocarbacephem-1,1-dicarboxylate (86951-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / sodium hydride / tetrahydrofuran / 2 h / Ambient temperature

2: 5 percent / Cu / dimethylformamide / 0.75 h / 90 °C

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

upstream raw materials:

malonic acid dibenzyl ester

2-bromobenzoic acid chloride

Downstream raw materials:

dibenzyl (o-bromobenzoyl)-(4-oxoazetidin-2-yl)malonate

dibenzyl 2-oxobenzocarbacephem-1,1-dicarboxylate