(S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol

Base Information

• Chemical Name: (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol
• CAS No.: 1335126-27-6
• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.45
• Mol file: 1335126-27-6.mol

Synonyms:(S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol

Chemical Property of (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol

There total 9 articles about (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol 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: 95.0%

(S)-3-(4-{[1-(benzyloxy)-3-(3,4-dimethoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)propan-1-ol → (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol (1335126-27-6)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In ethanol; at 20 ℃; for 6h; under 1034.32 Torr;

DOI:10.1055/s-0037-1611919

Reference yield: 93.0%

(S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-ethoxy-3-oxopropyl)-2-methoxyphenoxy)propyl benzoate → (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol (1335126-27-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; enantioselective reaction;

DOI:10.1055/s-0039-1690249

Reference yield:

(R)-3-3(3,4-dimethoxyphenyl)propane-1,2-diol (54910-32-6) → (S)-3-(3,4-dimethoxyphenyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)propan-1-ol (1335126-27-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / -10 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 6 h / Reflux; Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C

With lithium aluminium tetrahydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 2: |Mitsunobu Displacement;

DOI:10.1055/s-0039-1690249

upstream raw materials:

(R)-3-3(3,4-dimethoxyphenyl)propane-1,2-diol

ethyl 3-(4-hydroxy-3-methoxyphenyl)propanoate

vanillin

ethyl ferulate