2-Furylmethyl 4-methylbenzoate

Base Information

• Chemical Name: 2-Furylmethyl 4-methylbenzoate
• CAS No.: 4330-24-9
• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.236
• DSSTox Substance ID: DTXSID001248641
• Mol file: 4330-24-9.mol

Synonyms:2-furylmethyl 4-methylbenzoate;furan-2-ylmethyl 4-methylbenzoate;DTXSID001248641;HMS1604C08;AKOS000501845;4330-24-9;Benzoic acid, 4-methyl-, 2-furanylmethyl ester;AH-034/04886063

Chemical Property of 2-Furylmethyl 4-methylbenzoate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)OCC2=CC=CO2

Technology Process of 2-Furylmethyl 4-methylbenzoate

There total 13 articles about 2-Furylmethyl 4-methylbenzoate 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: 70.0%

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → (furan-2-yl)methyl 4-methylbenzoate (4330-24-9)

Guidance literature:

With diphenyl cadmium; In tetrahydrofuran; for 6h; Heating;

DOI:10.1016/0040-4039(95)00145-3

Reference yield: 56.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) + 4-tolyl iodide (624-31-7) → (furan-2-yl)methyl 4-methylbenzoate (4330-24-9)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; In 2-methyltetrahydrofuran; at 125 ℃; for 24h; Molecular sieve; Inert atmosphere; Sealed tube;

DOI:10.1016/j.jcat.2019.11.008

Reference yield: 30.0%

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → (furan-2-yl)methyl 4-methylbenzoate (4330-24-9) + β-1′,2′-dideoxy-3′,5′-di-O-toluoyl-1′-(3-phenyl)-ribofuranose (164406-65-9) + α-1′,2′-dideoxy-3′,5′-di-O-toluoyl-1′-(3-phenyl)-ribofuranose

Guidance literature:

With phenylmagnesium bromide;

DOI:10.1016/0040-4039(95)00145-3

upstream raw materials:

4-(Trimethylsilylamino)-7-(trimethylsilyloxy)pteridin

2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

Refernces

• 1、 Bobula, Tomá?,Hocek, Michal,Kotora, Martin. "Sonogashira reactions of α- and β-1-ethynyl-2-deoxyribosides: synthesis of acetylene-extended C-nucleosides". supporting information; experimental part. p. 530 - 536. Retrieved 2010/03/03.
• 2、 Chaudhuri, Narayan C.,Kool, Eric T.. "An efficient method for the synthesis of aromatic C-nucleosides". . p. 1795 - 1798. Retrieved 2007/10/02.