Diethyl 2,4-dibromopentanedioate

Base Information

• Chemical Name: Diethyl 2,4-dibromopentanedioate
• CAS No.: 870-78-0
• Molecular Formula: C9H14Br2O4
• Molecular Weight: 346.016
• European Community (EC) Number: 963-172-4
• Mol file: 870-78-0.mol

Synonyms:diethyl 2,4-dibromopentanedioate;870-78-0;2,4-Dibromo-pentanedioic acid diethyl ester;SCHEMBL1286734;AMY18664;MFCD31697873;1,5-diethyl 2,4-dibromopentanedioate;SB39212;AS-76191;CS-0185164;EN300-83316;P20234

Chemical Property of Diethyl 2,4-dibromopentanedioate

Chemical Property:

• Boiling Point: 163-164 °C(Press: 11 Torr)
• PSA: 52.60000
• Density: 1.6042 g/cm3
• LogP: 2.02970
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 345.92383
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

98%, ^*data from raw suppliers

2,4-Dibromo-pentanedioicaciddiethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC(C(=O)OCC)Br)Br

Technology Process of Diethyl 2,4-dibromopentanedioate

There total 2 articles about Diethyl 2,4-dibromopentanedioate 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:

gloutaric dichloride (2873-74-7) + ethanol (64-17-5) → 2,4-dibromoglutaric acid diethyl ester (870-78-0) + diethyl 2-bromoglutarate (7209-00-9)

Guidance literature:

gloutaric dichloride; With bromine; sodium thiosulfate; sodium hydroxide; at 85 ℃; for 4.5h; Irradiation;

ethanol; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

1,5-pentanedioic acid (110-94-1) → 2,4-dibromoglutaric acid diethyl ester (870-78-0) + diethyl 2-bromoglutarate (7209-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 4 h / 60 - 70 °C

2.1: sodium hydroxide; sodium thiosulfate; bromine / 4.5 h / 85 °C / Irradiation

2.2: 0 - 20 °C / Inert atmosphere

With thionyl chloride; bromine; sodium thiosulfate; sodium hydroxide;

Reference yield: 46.0%

2,4-dibromoglutaric acid diethyl ester (870-78-0) + benzylamine (100-46-9) → 2,4-diethyl (2R,4S)-1-benzylazetidine-2,4-dicarboxylate (174309-28-5,1016233-19-4) + diethyl (2R*,4R*)-1-benzylazetidine-2,4-dicarboxylate

Guidance literature:

In benzene; for 24h;

DOI:10.1016/0957-4166(95)00387-8

upstream raw materials:

gloutaric dichloride

ethanol

1,5-pentanedioic acid

Downstream raw materials:

2,4-diethyl (2R,4S)-1-benzylazetidine-2,4-dicarboxylate

((2R,4S)-1-benzylazetidine-2,4-diyl)dimethanol

(2R,4R)-1-benzyl-4-methylazetidine-2-methanol

(2R,4R)-α,α-diphenyl-4-methylazetidine-2-methanol

Refernces