Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)propanoate

Base Information

• Chemical Name: Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)propanoate
• CAS No.: 92157-61-4
• Molecular Formula: C13H18 O5
• Molecular Weight: 254.283
• DSSTox Substance ID: DTXSID40698829
• Wikidata: Q82629330
• Mol file: 92157-61-4.mol

Synonyms:92157-61-4;ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)propanoate;3-(4-HYDROXY-3,5-DIMETHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;SCHEMBL490309;DTXSID40698829;AC7273;MFCD09028825;SY225476;CS-0458016;FT-0722513;A916342

Chemical Property of Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)propanoate

Chemical Property:

• PSA: 64.99000
• LogP: 1.90510
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 254.11542367
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

3-(4-HYDROXY-3,5-DIMETHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC1=CC(=C(C(=C1)OC)O)OC

Technology Process of Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)propanoate

There total 5 articles about Ethyl 3-(4-hydroxy-3,5-dimethoxyphenyl)propanoate 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: 96.1%

4-hydroxy-3,5-dimethoxycinnamic acid ethyl ester (69113-98-0) → 3-(3,5-dimethoxy-4-hydroxyphenyl)propionic acid ethyl ester (92157-61-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; dichloromethane;

DOI:10.1021/acs.joc.0c01612

Reference yield:

trans-3,5-dimethoxy-4-hydroxycinnamic acid (530-59-6,7362-37-0) → 3-(3,5-dimethoxy-4-hydroxyphenyl)propionic acid ethyl ester (92157-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5 percent Pd/C / 3 h

2: H₂SO₄ / 4 h / Heating

With sulfuric acid; hydrogen; palladium on activated charcoal;

DOI:10.1021/jf0007885

Reference yield:

syringic aldehyde (134-96-3) → 3-(3,5-dimethoxy-4-hydroxyphenyl)propionic acid ethyl ester (92157-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; piperidine

2: Raney nickel; aqueous ethanol / 110 °C / 110326 Torr / Hydrogenation

3: sulfuric acid

With piperidine; pyridine; ethanol; sulfuric acid; nickel;

DOI:10.1021/ja01181a018

upstream raw materials:

ethanol

dihydrosinapic acid

ethyl-(4'-acetoxy-3',5'-dimethoxyphenyl)-prop-2-enoate

trans-3,5-dimethoxy-4-hydroxycinnamic acid

Downstream raw materials:

3-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-ol

dihydrosinapic acid

3-(3,5-dimethoxy-4-hydroxyphenyl)propionic acid methyl ester