Methyl alpha-hydroxyfuran-2-acetate

Base Information

• Chemical Name: Methyl alpha-hydroxyfuran-2-acetate
• CAS No.: 19377-70-9
• Molecular Formula: C7H8 O4
• Molecular Weight: 156.138
• European Community (EC) Number: 243-005-5
• DSSTox Substance ID: DTXSID60941061
• Nikkaji Number: J242.789C
• Mol file: 19377-70-9.mol

Synonyms:Methyl alpha-hydroxyfuran-2-acetate;19377-70-9;methyl 2-(furan-2-yl)-2-hydroxyacetate;EINECS 243-005-5;SCHEMBL10369018;DTXSID60941061;Methyl (furan-2-yl)(hydroxy)acetate;AKOS014320621;FT-0718468;alpha-Hydroxy-2-furanacetic acid methyl ester;EN300-1833100

Chemical Property of Methyl alpha-hydroxyfuran-2-acetate

Chemical Property:

• Boiling Point: 102.8°Cat760mmHg
• Flash Point: 16°C
• PSA: 59.67000
• Density: 1.266g/cm³
• LogP: 0.48600
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 156.04225873
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

a-hydroxy-2-Furanaceticacidmethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=CO1)O

Technology Process of Methyl alpha-hydroxyfuran-2-acetate

There total 50 articles about Methyl alpha-hydroxyfuran-2-acetate 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: 89.0%

methanol (67-56-1) + (rac)-2-(furan-2-yl)-2-hydroxyacetic acid (19377-73-2) → α-hydroxy-2-furanacetic acid methyl ester (19377-70-9)

Guidance literature:

With salicylaldehyde; at 70 ℃; for 18h; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2ra23068b

Reference yield: 86.0%

furfural (98-01-1) + methanol (67-56-1) + 2-hydroxypropanedinitrile (20342-65-8) → α-hydroxy-2-furanacetic acid methyl ester (19377-70-9)

Guidance literature:

With dmap; trifluoroacetic acid; at 20 ℃; for 1.66667h;

Reference yield: 60.0%

furan-2-yl-oxo-acetic acid methyl ester (33245-13-5) → α-hydroxy-2-furanacetic acid methyl ester (19377-70-9)

Guidance literature:

With baker's yeast; In ethanol; water; for 24h;

upstream raw materials:

furan-2-yl-oxo-acetic acid methyl ester

methanol

2-furyl-2-hydroxyacetonitrile

(rac)-2-(furan-2-yl)-2-hydroxyacetic acid

Refernces

• 1、 Sugaya, Mariko,Yamamoto, Tetsuya,Shinozaki, Hiraku. "Palladium catalyzed synthesis of mandelate derivatives from arylboronic acids and glyoxylate hemiacetals". supporting information. p. 2495 - 2497. Retrieved 2017/05/31.
• 2、 Giner, José-Luis,Ceballos, Harriette,Tang, Ying-Zhong,Gobler, Christopher J.. "Sterols and Fatty Acids of the Harmful Dinoflagellate Cochlodinium polykrikoides". . p. 249 - 252. Retrieved 2016/02/27.