2-oxo-2-(3,4,5-trimethoxyphenyl)acetic Acid

Base Information

• Chemical Name: 2-oxo-2-(3,4,5-trimethoxyphenyl)acetic Acid
• CAS No.: 88755-16-2
• Molecular Formula: C11H12 O6
• Molecular Weight: 240.213
• Hs Code.: 2918990090
• European Community (EC) Number: 806-842-2
• UNII: THGZLD5D16
• DSSTox Substance ID: DTXSID70456257
• Nikkaji Number: J1.242.245H
• Wikidata: Q82278579
• Mol file: 88755-16-2.mol

Synonyms:88755-16-2;2-oxo-2-(3,4,5-trimethoxyphenyl)acetic Acid;OXO(3,4,5-TRIMETHOXYPHENYL)ACETIC ACID;3,4,5-trimethoxybenzoylformic acid;THGZLD5D16;2-(3,4,5-Trimethoxyphenyl)-2-oxoacetic acid;UNII-THGZLD5D16;Glyoxylic acid, (3,4,5-trimethoxyphenyl)-;Benzeneacetic acid,3,4,5-trimethoxy-a-oxo-;SCHEMBL907576;DTXSID70456257;LADJHQSUVNTXES-UHFFFAOYSA-N;MFCD03844682;3,4,5-trimethoxyphenylglyoxylic acid;AKOS025393557;SS-4677;3,4,5-trimethoxyphenyl-2-oxoacetic acid;2-(3,4,5-Trimethoxyphenyl)glyoxylic acid;CS-0150628;N12931;2-oxo-2-(3,4,5-trimethoxyphenyl) acetic acid;EN300-1826617;2-oxo-2-(3, 4, 5-trimethoxy phenyl) acetic acid

Chemical Property of 2-oxo-2-(3,4,5-trimethoxyphenyl)acetic Acid

Chemical Property:

• PSA: 82.06000
• LogP: 0.97970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 240.06338810
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Oxo-2-(3,4,5-trimethoxyphenyl)acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(=O)C(=O)O

Technology Process of 2-oxo-2-(3,4,5-trimethoxyphenyl)acetic Acid

There total 12 articles about 2-oxo-2-(3,4,5-trimethoxyphenyl)acetic 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: 83.0%

methyl (3,4,5-trimethoxyphenyl) ketone (1136-86-3) → 3,4,5-trimethoxybenzoylformic acid (88755-16-2)

Guidance literature:

With pyridine; selenium(IV) oxide; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.0c00272

Reference yield: 80.0%

1-(1-hydroxy-2-nitroethyl)-3,4,5-trimethoxybenzene (14326-13-7) → 3,4,5-trimethoxybenzoylformic acid (88755-16-2)

Guidance literature:

With copper diacetate; In methanol; water; acetic acid; for 3h; Heating;

DOI:10.1016/S0040-4039(99)02179-6

Reference yield:

4-(3,4-methylenedioxyphenyl)-4-oxo-2-(3,4,5-trimethoxyphenyl)butyramide (88775-41-1) → 3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0) + 3,4,5-trimethoxybenzoylformic acid (88755-16-2) + methyl (Z)-2-(3,4,5-trimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-4-oxo-2-butenoic acid (88775-51-3) + methyl 4-(3,4-methylenedioxyphenyl)-4-oxo-2-(3,4,5-trimethoxyphenyl)-butyrate (88775-50-2)

Guidance literature:

With sodium hydroxide; potassium carbonate; dimethyl sulfate; Yield given. Multistep reaction. Yields of byproduct given; 1.) aq. EtOH, reflux, 10 h; 2.) acetone, rt., 4 h;

DOI:10.1248/cpb.31.3039

upstream raw materials:

3,4,5-trimethoxybenzoyl cyanide

(3,4,5-trimethoxy-phenyl)-glyoxylic acid amide

2-(4-dimethylamino-phenylimino)-3-oxo-3-(3,4,5-trimethoxy-phenyl)-propionitrile

4-(3,4-methylenedioxyphenyl)-4-oxo-2-(3,4,5-trimethoxyphenyl)butyramide

Downstream raw materials:

Eudesmic acid

(3,4,5-trimethoxyphenyl)(naphthalen-2-yl)methanone

N-[2-(1H-indol-3-yl)ethyl]-2-oxo-2-(3,4,5-trimethoxyphenyl)acetamide

N-[2-(1H-indol-3-yl)-2-oxo-ethyl]-2-oxo-2-(3,4,5-trimethoxyphenyl)acetamide

Refernces

• 1、 Jaspal, Sonam,Shinde, Vikki N.,Meena, Neha,Nipate, Dhananjay S.,Rangan, Krishnan,Kumar, Anil. "Metal-free benzoylation of imidazoheterocycles by oxidative decarboxylation of arylglyoxylic acids". . p. 9072 - 9080. Retrieved 2020/11/27.
• 2、 Xie, Shasha,Li, Defang,Huang, Hanchu,Zhang, Fuyuan,Chen, Yiyun. "Intermolecular Radical Addition to Ketoacids Enabled by Boron Activation". supporting information. p. 16237 - 16242. Retrieved 2019/10/14.