Methyl 3-[4-(2-oxiranylmethoxy)phenyl]-2-propenoate

Base Information

• Chemical Name: Methyl 3-[4-(2-oxiranylmethoxy)phenyl]-2-propenoate
• CAS No.: 17481-12-8
• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.252
• DSSTox Substance ID: DTXSID201225758

Synonyms:SCHEMBL11434160;DTXSID201225758;Methyl 3-[4-(2-oxiranylmethoxy)phenyl]-2-propenoate;17481-12-8

Chemical Property of Methyl 3-[4-(2-oxiranylmethoxy)phenyl]-2-propenoate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 234.08920892
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C=CC1=CC=C(C=C1)OCC2CO2

Technology Process of Methyl 3-[4-(2-oxiranylmethoxy)phenyl]-2-propenoate

There total 2 articles about Methyl 3-[4-(2-oxiranylmethoxy)phenyl]-2-propenoate 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:

para-coumaric acid (7400-08-0,50940-26-6) → (E)-3-(4-Oxiranylmethoxy-phenyl)-acrylic acid methyl ester (17481-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄, 3A molecular sieves / 72 h / Heating

2: K₂CO₃ / acetone / 20 h / Heating

With 3 A molecular sieve; sulfuric acid; potassium carbonate; In acetone;

DOI:10.1021/jm00354a003

Reference yield:

methyl p-hydroxycinnamate (3943-97-3,19367-38-5,61240-27-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (E)-3-(4-Oxiranylmethoxy-phenyl)-acrylic acid methyl ester (17481-12-8)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

DOI:10.1021/jm00354a003

Reference yield:

4-tert-Butylaniline (769-92-6) + [D,L]-3-[4-(2,3-oxido-propoxy)-phenyl]-acrylic acid methyl ester (17481-12-8,65655-64-3) → 3-(4'-(2'-methoxycarbonylvinyl)-phenoxy)-1-(4'-t-butylphenylamino)-propanol

Guidance literature:

In methanol;

upstream raw materials:

methyl p-hydroxycinnamate

epichlorohydrin

para-coumaric acid

Downstream raw materials:

3-<4'-(2-Methoxycarbonylvinyl)-phenoxy>-1-(4'-tert.-butylphenylamino)-propanol-(2)

(E)-3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-acrylic acid methyl ester

(Z)-3-{4-[3-(4-tert-Butyl-phenylamino)-2-hydroxy-propoxy]-phenyl}-acrylic acid

(E)-3-{4-[3-(1,1-Dimethyl-2-ureido-ethylamino)-2-hydroxy-propoxy]-phenyl}-acrylic acid methyl ester

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