N-(Bromoacetyl)glycine, ethyl ester

Base Information

• Chemical Name: N-(Bromoacetyl)glycine, ethyl ester
• CAS No.: 15088-70-7
• Molecular Formula: C6H10 Br N O3
• Molecular Weight: 224.0525
• NSC Number: 79644
• DSSTox Substance ID: DTXSID00164636
• Wikidata: Q83033700
• Mol file: 15088-70-7.mol

Synonyms:N-(Bromoacetyl)glycine, ethyl ester;15088-70-7;CCRIS 1814;NSC 79644;Glycine, N-(bromoacetyl)-, ethyl ester;NSC79644;SCHEMBL1496151;DTXSID00164636;QMUFODNSESUOCC-UHFFFAOYSA-N;NSC-79644;AKOS012989440;(2-bromo-acetylamino)-acetic acid ethyl ester

Chemical Property of N-(Bromoacetyl)glycine, ethyl ester

Chemical Property:

• Vapor Pressure: 0.000604mmHg at 25°C
• Boiling Point: 310.3°Cat760mmHg
• Flash Point: 141.5°C
• Density: 1.491g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 222.98441
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CNC(=O)CBr

Technology Process of N-(Bromoacetyl)glycine, ethyl ester

There total 6 articles about N-(Bromoacetyl)glycine, ethyl ester 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: 95.0%

2-Bromoacetyl bromide (598-21-0) + GlyOEt*HCl (459-73-4) → 2-(2-bromo-acetylamino)-acetic acid ethyl ester (15088-70-7)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 0 - 20 ℃; for 8h;

DOI:10.1021/jacs.7b08292

Reference yield: 90.0%

propanoyl bromide (598-22-1) + glycine ethyl ester hydrochloride (623-33-6) → 2-(2-bromo-acetylamino)-acetic acid ethyl ester (15088-70-7)

Guidance literature:

With sodium hydrogencarbonate; In water; benzene; at 20 ℃;

DOI:10.1039/c5ob00548e

Reference yield: 81.0%

ethanol (64-17-5) + 2-Bromoacetyl bromide (598-21-0) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-(2-bromo-acetylamino)-acetic acid ethyl ester (15088-70-7)

Guidance literature:

ethanol; With thionyl chloride; at 0 ℃; for 0.166667h;

glycine; at 70 ℃; for 3h;

2-Bromoacetyl bromide; With triethylamine; In dichloromethane; at -78 - 20 ℃; for 6h;

DOI:10.1039/c4cc07361d

upstream raw materials:

N-(2-diazoacetyl)glycine ethyl ester

glycine ethyl ester hydrochloride

2-Bromoacetyl bromide

GlyOEt*HCl

Downstream raw materials:

2-[(4-methoxyphenyl)amino]-N-(2-oxopentyl)acetamide

ethyl 2-(2-(phenylamino)acetamido)acetate

C₃₄H₅₃N₇O₁₁

Refernces

• 1、 Padnya, Pavel L.,Andreyko, Elena A.,Mostovaya, Olga A.,Rizvanov, Ildar Kh.,Stoikov, Ivan I.. "The synthesis of new amphiphilic p-tert-butylthiacalix[4]arenes containing peptide fragments and their interaction with DNA". . p. 5894 - 5904. Retrieved 2015.
• 2、 Wang, Chuanyong,Yu, Yangyang,Liu, Wen-Long,Duan, Wei-Liang. "Site-Tunable Csp3 -H Bonds Functionalization by Visible-Light-Induced Radical Translocation of N-Alkoxyphthalimides". supporting information. p. 9147 - 9152. Retrieved 2019/11/14.