2-(Benzylamino)-2-oxoacetic acid

Base Information

• Chemical Name: 2-(Benzylamino)-2-oxoacetic acid
• CAS No.: 6345-08-0
• Molecular Formula: C9H9 N O3
• Molecular Weight: 179.175
• NSC Number: 51440
• DSSTox Substance ID: DTXSID70287523
• Nikkaji Number: J683.461B
• Wikidata: Q82023596
• ChEMBL ID: CHEMBL4796384
• Mol file: 6345-08-0.mol

Synonyms:2-(benzylamino)-2-oxoacetic acid;6345-08-0;N-Benzyloxalamic acid;n-benzyl-oxalamic acid;benzyloxamic acid;NSC51440;SCHEMBL1867492;CHEMBL4796384;2-(benzylamino)-2-oxoaceticacid;DTXSID70287523;GUZSZEGZZYGNJR-UHFFFAOYSA-N;(BENZYLCARBAMOYL)FORMIC ACID;MFCD06740187;NSC-51440;AKOS009097925;FT-0747350;E86043

Chemical Property of 2-(Benzylamino)-2-oxoacetic acid

Chemical Property:

• Density: 1.286g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C(=O)O

Technology Process of 2-(Benzylamino)-2-oxoacetic acid

There total 12 articles about 2-(Benzylamino)-2-oxoacetic acid 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: 91.0%

l'ester methylique de l'acide N benzylhydroxamique (74518-47-1) → 2-(benzylamino)-2-oxoacetic acid (6345-08-0)

Guidance literature:

With lithium hydrochloride monohydrate; water; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.09.005

Reference yield: 79.0%

N-benzyloxamic acid ethyl ester (7142-72-5) → 2-(benzylamino)-2-oxoacetic acid (6345-08-0)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1021/acs.oprd.1c00112

Reference yield:

benzyl azide (622-79-7) + diethyl Fumarate (623-91-6) → 2-(benzylamino)-2-oxoacetic acid (6345-08-0) + benzylamine (100-46-9)

Guidance literature:

Abspaltung von Stickstoff;

upstream raw materials:

N-Benzylcyanoacetamide

oxalic acid

benzylamine

l'ester methylique de l'acide N benzylhydroxamique

Downstream raw materials:

benzyl isothiocyanate

C₄₁H₆₂N₆O₇

methyl N-benzylcarbamate

2-(N-benzylcarboxamido)quinoline

Refernces

• 1、 Kandale, Ajit,Patel, Khushboo,Hussein, Waleed M.,Wun, Shun Jie,Zheng, Shan,Tan, Lendl,West, Nicholas P.,Schenk, Gerhard,Guddat, Luke W.,McGeary, Ross P.. "Analogues of the Herbicide, N-Hydroxy- N-isopropyloxamate, Inhibit Mycobacterium tuberculosis Ketol-Acid Reductoisomerase and Their Prodrugs Are Promising Anti-TB Drug Leads". . p. 1670 - 1684. Retrieved 2021/02/27.
• 2、 Chinn, Alex J.,Hwang, Jaeyeon,Kim, Byoungmoo,Parish, Craig A.,Krska, Shane W.,Miller, Scott J.. "Application of High-Throughput Competition Experiments in the Development of Aspartate-Directed Site-Selective Modification of Tyrosine Residues in Peptides". supporting information. p. 9424 - 9433. Retrieved 2020/08/14.