Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester

Base Information

• Chemical Name: Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester
• CAS No.: 16546-01-3
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90884917
• Nikkaji Number: J421.971F
• Mol file: 16546-01-3.mol

Synonyms:16546-01-3;ethyl 3-(4-methoxyphenyl)oxirane-2-carboxylate;Methoxy ethyl phenyl glycidate;Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester;2-Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester;SCHEMBL3890951;DTXSID90884917;CHEBI:169687;ethyl 3-(4-methoxyphenyl)-2,3-epoxypropionate;3-(4-Methoxyphenyl)oxiranecarboxylic acid ethyl ester

Chemical Property of Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.000509mmHg at 25°C
• Boiling Point: 313°Cat760mmHg
• Flash Point: 136.1°C
• PSA: 48.06000
• Density: 1.191g/cm³
• LogP: 1.69820
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1C(O1)C2=CC=C(C=C2)OC

Technology Process of Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester

There total 5 articles about Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester 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: 84.0%

4-methoxy-benzaldehyde (123-11-5) + chloroacetic acid ethyl ester (105-39-5) → ethyl 3-(4-methoxyphenyl)-2,3-epoxypropionate (16546-01-3)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 - 20 ℃; for 4h;

DOI:10.1071/CH9842545

Reference yield:

ethyl p-methoxycinnamate (24393-56-4,51507-22-3,1929-30-2) → ethyl 3-(4-methoxyphenyl)-2,3-epoxypropionate (16546-01-3) + ethyl 2,3-dihydroxy-3-(4-methoxyphenyl)propionate (253350-07-1)

Guidance literature:

With 2-Picolinic acid; manganese(II) perchlorate hexahydrate; dihydrogen peroxide; sodium acetate; In water; acetone; at 0 - 20 ℃;

DOI:10.1039/c0ob00102c

Reference yield:

1-<(ethoxycarbonyl)methyl>tetrahydrothiophenium bromide (25709-55-1) + 4-methoxy-benzaldehyde (123-11-5) → ethyl 3-(4-methoxyphenyl)-2,3-epoxypropionate (16546-01-3)

Guidance literature:

With potassium carbonate; Yield given. Multistep reaction; 1) CH₃CN, H₂O, 60 deg C, 15 min 2) CH₃CN, 60 min;

DOI:10.1021/jo00289a022

upstream raw materials:

4-methoxy-benzaldehyde

chloroacetic acid ethyl ester

1-<(ethoxycarbonyl)methyl>tetrahydrothiophenium bromide

ethyl p-methoxycinnamate

Downstream raw materials:

4-Methoxyphenylacetaldehyde

trans-3-(4-methoxyphenyl)-2,3-epoxypropionamide

(2R,3R)-2-Hydroxy-3-(4-methoxy-phenyl)-3-(2,4,6-trihydroxy-phenoxy)-propionic acid ethyl ester

(+/-)-ethyl 2-hydroxy-3-(4-methoxyphenyl)-3-(2,4,6-trihydroxyphenyl)propionate