1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol

Base Information

• Chemical Name: 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol
• CAS No.: 7572-96-5
• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.406
• Mol file: 7572-96-5.mol

Synonyms:1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol

Chemical Property of 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol

There total 12 articles about 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol 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:

ethyl 2-(2-methoxyphenoxy)acetate (13078-21-2) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate + 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol (7572-96-5)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Overall yield = 62 %; Overall yield = 3.07 g; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02651

Reference yield:

ethyl 2-(2-methoxyphenoxy)acetate (13078-21-2) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol (7572-96-5)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -75 deg C, 2.) THF, -75 deg C, 90 min;

DOI:10.1021/jo00026a022

Reference yield:

1-(3,4-dimethoxyphenyl)-3-hydroxy-2-(4-(2-methyl-1,3-dioxolan-2-yl)phenoxy)propan-1-one → 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate + 1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol (7572-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / water; tetrahydrofuran / 2.5 h / 20 °C

2: copper dichloride / acetonitrile / 0.17 h / 20 °C

3: [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; palladium diacetate; sodium persulfate / N,N-dimethyl-formamide / 15 h / 20 °C / Irradiation

4: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

With sodium tetrahydroborate; sodium persulfate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; palladium diacetate; copper dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.orglett.6b02651

upstream raw materials:

ethyl 2-(2-methoxyphenoxy)acetate

3,4-dimethoxy-benzaldehyde

2-methoxy-phenol

(3,4-dimethoxyphenyl)methanol

Downstream raw materials:

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

ortoquinone

3,4-dimethoxy-benzaldehyde

2-(2-methoxyphenoxy)-1-(3,4-dimethoxyphenyl)-1-oxo-2-propene