Ethyl 3-bromo-2-hydroxyiminopropanoate

Base Information

• Chemical Name: Ethyl 3-bromo-2-hydroxyiminopropanoate
• CAS No.: 73472-94-3
• Molecular Formula: C5H8BrNO3
• Molecular Weight: 210.027
• DSSTox Substance ID: DTXSID50699867
• Mol file: 73472-94-3.mol

Synonyms:73472-94-3;ethyl 3-bromo-2-hydroxyiminopropanoate;ethyl bromopyruvate 2-oxime;3-Bromo-2-hydroxyimino-propionic Acid Ethyl Ester;SCHEMBL1135738;DTXSID50699867;ZKBUGUZPMZDNRT-UHFFFAOYSA-N;ethyl 3-bromo-2-hydroxyiminopropionate;ethyl 3-bromo-2-(hydorxyimino)propanoate;FT-0698906;3-bromo-2-hydroxyiminopropionic acid ethyl ester

Chemical Property of Ethyl 3-bromo-2-hydroxyiminopropanoate

Chemical Property:

• PSA: 58.89000
• LogP: 0.77460
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 208.96876
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

99.90% ^*data from raw suppliers

Ethyl3-bromo-2-(hydroxyimino)propanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NO)CBr

Technology Process of Ethyl 3-bromo-2-hydroxyiminopropanoate

There total 4 articles about Ethyl 3-bromo-2-hydroxyiminopropanoate 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%

ethyl Bromopyruvate (70-23-5) → ethyl 3-bromo-2-(hydroxyimino)propanoate (73472-94-3)

Guidance literature:

With hydroxylamine hydrochloride; In chloroform; water; at 23 ℃;

Reference yield: 90.0%

ethyl Bromopyruvate (70-23-5) + hydroxylamine hydrochloride (5470-11-1) → ethyl 3-bromo-2-(hydroxyimino)propanoate (73472-94-3)

Guidance literature:

In chloroform; water; at 20 ℃; for 18h;

Reference yield:

ethanol (64-17-5) + bromopyruvic acid (1113-59-3) → ethyl 3-bromo-2-(hydroxyimino)propanoate (73472-94-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium bromide; at 20 ℃; Reflux;

DOI:10.3762/bjoc.14.264

upstream raw materials:

ethyl Bromopyruvate

hydroxylamine hydrochloride

2-oxo-propionic acid ethyl ester

ethanol

Downstream raw materials:

6-methyl-6-phenyl-5,6-dihydro-4H-[1,2]oxazine-3-carboxylic acid

3-ethoxycarbonyl-6-methyl-6-phenyl-5,6-dihydro-4H-1,2-oxazine

5-Ethyl-4-methylpyrrol-2-carbonsaeure-ethylester

4,5,6,7-tetrahydro-1H-indole-2-carboxylic acid ethyl ester

Refernces

• 1、 Dondas, H. Ali,Dondas, Naciye Yaktubay. "Synthesis of some novel tricyclic α- amino acid esters and potential bioactive compounds via 1,2-prototropy and 1,3-APT cascade reactions". . p. 313 - 318. Retrieved 2004.
• 2、 Tang, Shi,Ding, Shumin,Li, Dan,Li, Lianjie,Zhao, Haixia,Chai, Minxue,Wang, Jian. "Palladium-catalysed imidoylative spirocyclization of 3-(2-isocyanoethyl)indoles". supporting information. p. 10576 - 10579. Retrieved 2021/10/19.
• 3、 Kumar, Kunal,Wang, Peng,Sanchez, Roberto,Swartz, Ethan A,Stewart, Andrew F.,Devita, Robert J.. "Development of Kinase-Selective, Harmine-Based DYRK1A Inhibitors that Induce Pancreatic Human β-Cell Proliferation". . p. 7687 - 7699. Retrieved 2018/09/22.