ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate

Base Information

• Chemical Name: ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate
• CAS No.: 151541-15-0
• Molecular Formula: C₂₇H₃₀O₈
• Molecular Weight: 482.53
• Mol file: 151541-15-0.mol

Synonyms:ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate

Chemical Property of ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate

Chemical Property:

• Boiling Point: 641.4±55.0 °C(Predicted)
• PKA: 12.56±0.20(Predicted)
• Density: 1.209±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate

There total 5 articles about ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)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: 41.0%

ethyl 2-(2-methoxyphenoxy)acetate (13078-21-2) + 4-(benzyloxy)-3,5-dimethoxybenzaldehyde (6527-32-8) → ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate (151541-15-0)

Guidance literature:

ethyl 2-(2-methoxyphenoxy)acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.16667h; Inert atmosphere;

4-(benzyloxy)-3,5-dimethoxybenzaldehyde; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.201901641

Reference yield:

2-methoxy-phenol (90-05-1) → ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate (151541-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile

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

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ja401793n

Reference yield:

syringic aldehyde (134-96-3) → ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate (151541-15-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja401793n

upstream raw materials:

ethyl 2-(2-methoxyphenoxy)acetate

4-(benzyloxy)-3,5-dimethoxybenzaldehyde

2-methoxy-phenol

benzyl bromide

Downstream raw materials:

1-(4-(benzyloxy)-3,5-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol

1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1,3-propanediol

1-(2-methoxyphenoxy)propan-2-one

1-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

Refernces

• 1、 Rahimi, Alireza,Azarpira, Ali,Kim, Hoon,Ralph, John,Stahl, Shannon S.. "Chemoselective metal-free aerobic alcohol oxidation in lignin". supporting information. p. 6415 - 6418. Retrieved 2013/06/05.