Ethyl 4,5-dihydro-2,4-dimethyl-5-methoxy-3-furancarboxylate

Base Information

• Chemical Name: Ethyl 4,5-dihydro-2,4-dimethyl-5-methoxy-3-furancarboxylate
• CAS No.: 124186-12-5
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.235
• DSSTox Substance ID: DTXSID60924738
• Mol file: 124186-12-5.mol

Synonyms:Ethyl 4,5-dihydro-2,4-dimethyl-5-methoxy-3-furancarboxylate;124186-12-5;2,3-Dihydro-2-methoxy-4-ethoxycarbonyl-3,5-dimethylfuran;3-Furancarboxylic acid, 4,5-dihydro-2,4-dimethyl-5-methoxy-, ethyl ester;DTXSID60924738;LS-70164;ETHYL 5-METHOXY-2,4-DIMETHYL-4,5-DIHYDROFURAN-3-CARBOXYLATE

Chemical Property of Ethyl 4,5-dihydro-2,4-dimethyl-5-methoxy-3-furancarboxylate

Chemical Property:

• Vapor Pressure: 0.0193mmHg at 25°C
• Boiling Point: 252.4°C at 760 mmHg
• Flash Point: 104°C
• Density: 1.07g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC(C1C)OC)C

Technology Process of Ethyl 4,5-dihydro-2,4-dimethyl-5-methoxy-3-furancarboxylate

There total 4 articles about Ethyl 4,5-dihydro-2,4-dimethyl-5-methoxy-3-furancarboxylate 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:

2-Acetyl-4,4-dimethoxy-3-methyl-butyric acid ethyl ester → 2,3-dihydro-2-methoxy-4-ethoxycarbonyl-3,5-dimethylfuran (124186-12-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 0.25h; Yield given; Ambient temperature;

DOI:10.1007/BF01145799

Reference yield:

(4S,5S)-2,5-Dimethoxy-2,4-dimethyl-tetrahydro-furan-3-carboxylic acid ethyl ester → 2,3-dihydro-3,5-dimethyl-2-methoxy-4-ethoxycarbonylfuran (121262-18-8,124186-12-5,136757-24-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 0.5h; Yield given;

Reference yield:

3-ethoxycarbonyl-3-penten-2-one (15301-37-8,67556-07-4,67556-08-5) → 2,3-dihydro-3,5-dimethyl-2-methoxy-4-ethoxycarbonylfuran (121262-18-8,124186-12-5,136757-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) MeONa, 2.) conc. H₂SO₄ / 1.) 20 min, 2.) 30 min

2: p-toluenesulfonic acid / benzene / 0.5 h

With sulfuric acid; sodium methylate; toluene-4-sulfonic acid; In benzene;

upstream raw materials:

3-ethoxycarbonyl-3-penten-2-one

methanol

nitromethane

Downstream raw materials:

(5-Methoxy-2,4-dimethyl-4,5-dihydro-furan-3-yl)-methanol

4-oxo-3-methylene-2-methylpentanal

Refernces

• 1、 Tolstikov, G. A.,Miftakhov, M. S.,Valeev, F. A.,Khalikov, R. M.,Akhmetvaleev, R. R.,Khalilov, L. M.. "XXXIV. THE CYCLIC ANALOGS OF LEVUGLANDINS. STUDY OF THE STRUCTURAL CHARACTERISTICS OF THE ALLYL-ALCOHOL SIDE CHAIN". . p. 1853 - 1861. Retrieved 2007/10/02.