Methyl 4-(5-formylfuran-2-yl)benzoate

Base Information

• Chemical Name: Methyl 4-(5-formylfuran-2-yl)benzoate
• CAS No.: 53355-29-6
• Molecular Formula: C13H10 O4
• Molecular Weight: 230.22
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID60366255
• Nikkaji Number: J1.617.585D
• Wikidata: Q72490916
• Mol file: 53355-29-6.mol

Synonyms:methyl 4-(5-formylfuran-2-yl)benzoate;53355-29-6;4-(5-Formyl-furan-2-yl)-benzoic acid methyl ester;methyl 4-(5-formyl-2-furyl)benzoate;Methyl4-(5-formylfuran-2-yl)benzoate;SCHEMBL4399339;DTXSID60366255;JHCPIIVQUDGETN-UHFFFAOYSA-N;BBL008083;Methyl4-(5-formyl-2-furyl)benzoate;MFCD00439546;STK345525;AKOS000100210;SB61936;NCGC00321583-01;DS-16850;BB 0217324;CS-0116821;FT-0677746;EN300-01122;4-(5-Formyl-2-furyl)benzoic acid methyl ester;Y13577;AB01317153-02;A870745;4-(5-Formyl-furan-2-yl)-benzoic acid methyl ester;Z56914858;4-(5-FORMYL-FURAN-2-YL)-BENZOICACIDMETHYLESTER

Chemical Property of Methyl 4-(5-formylfuran-2-yl)benzoate

Chemical Property:

• Vapor Pressure: 1.94E-06mmHg at 25°C
• Melting Point: 148-150 °C
• Boiling Point: 394.7°Cat760mmHg
• Flash Point: 192.5°C
• PSA: 56.51000
• Density: 1.23g/cm³
• LogP: 2.54570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 230.05790880
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

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

Methyl4-(5-formylfuran-2-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C2=CC=C(O2)C=O

Technology Process of Methyl 4-(5-formylfuran-2-yl)benzoate

There total 11 articles about Methyl 4-(5-formylfuran-2-yl)benzoate 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: 85.0%

methanol (67-56-1) + 4-(5'-formylfuran-2'-yl)benzoic acid (39245-15-3) → 4-(5-formyl-2-furanyl)benzoic acid methyl ester (53355-29-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran;

Reference yield: 83.0%

5-formylfurane-2-boronic acid (27329-70-0) + methyl 4-iodobenzoate (619-44-3) → 4-(5-formyl-2-furanyl)benzoic acid methyl ester (53355-29-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In ethanol; N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.105518

Reference yield: 81.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → 4-(5-formyl-2-furanyl)benzoic acid methyl ester (53355-29-6)

Guidance literature:

With potassium fluoride; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; hexane; at 65 - 70 ℃; for 4h;

upstream raw materials:

methyl 4-iodobenzoate

(5-(diethoxymethyl)furan-2-yl)boronic acid

5-formylfurane-2-boronic acid

4-methoxycarbonylphenyl bromide

Downstream raw materials:

sortin1

4-(5-((4-oxo-3-(2-methylphenyl)-2-(2-methylphenylimino)thiazolidin-5-ylidene)methyl)furan-2-yl)benzoic acid

4-(5'-formylfuran-2'-yl)benzoic acid

Refernces

• 1、 Gentili, Valentina,Turrin, Giulia,Marchetti, Paolo,Rizzo, Sabrina,Schiuma, Giovanna,Beltrami, Silvia,Cristofori, Virginia,Illuminati, Davide,Compagnin, Greta,Trapella, Claudio,Rizzo, Roberta,Bortolotti, Daria,Fantinati, Anna. "Synthesis and biological evaluation of novel rhodanine-based structures with antiviral activity towards HHV-6 virus". . . Retrieved 2021/12/02.
• 2、 Liu, Sha,Ji, Sen,Yu, Zhu-Jun,Wang, Hua-Li,Cheng, Xu,Li, Wei-Jian,Jing, Li,Yu, Yamei,Chen, Qiang,Yang, Ling-Ling,Li, Guo-Bo,Wu, Yong. "Structure-based discovery of new selective small-molecule sirtuin 5 inhibitors". . p. 257 - 268. Retrieved 2017/12/29.