Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate

Base Information

• Chemical Name: Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate
• CAS No.: 58497-34-0
• Molecular Formula: C₂₆H₂₈O₇
• Molecular Weight: 452.504
• Mol file: 58497-34-0.mol

Synonyms:Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate

Chemical Property of Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate

There total 6 articles about Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate 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: 3.0%

ethyl 2-(2-methoxyphenoxy)acetate (13078-21-2) + benzyl chloride (100-44-7) → ethyl 3-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate + Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate (58497-34-0)

Guidance literature:

With tetrabutylammomium bromide; sodium chloride; sodium hydroxide; In water; toluene; at 90 ℃; for 2h; Reflux;

DOI:10.1002/anie.201409408

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) + ethyl 2-(2-methoxyphenoxy)acetate (13078-21-2) → Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate (58497-34-0)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -75 deg C, 2.) THF, -75 deg C;

DOI:10.1021/jo00026a022

Reference yield:

guaiacylglycerol-β-guaiacyl ether (7382-59-4) → Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate (58497-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; nitric acid; hydrogenchloride; oxygen / acetonitrile; water / 24 h / 45 °C / 836.06 Torr / Sealed tube

2: potassium carbonate / N,N-dimethyl-formamide / 72 h / 20 °C

3: lithium diisopropyl amide / tetrahydrofuran / -78 °C

With hydrogenchloride; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; oxygen; nitric acid; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

3-methoxy-4-(phenylmethoxy)benzaldehyde

ethyl 2-(2-methoxyphenoxy)acetate

guaiacylglycerol-β-guaiacyl ether

2-methoxy-phenol

Downstream raw materials:

erythro-1-(4-Hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol

ethyl erythro-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propanoate

ethyl 4-O-benzyl-β-(2-methoxyphenoxy)ferulate

Acetic acid (E)-3-(4-benzyloxy-3-methoxy-phenyl)-2-(2-methoxy-phenoxy)-allyl ester