(2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran

Base Information

• Chemical Name: (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran
• CAS No.: 1451998-94-9
• Molecular Formula: C₂₂H₂₈O₄
• Molecular Weight: 356.462
• Mol file: 1451998-94-9.mol

Synonyms:(2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran

Chemical Property of (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran

There total 24 articles about (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran 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: 72.0%

2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone (1451998-90-5) → (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran (1451998-94-9)

Guidance literature:

2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone; With sodium tetrahydroborate; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 1h;

With triethylsilane; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1002/ejoc.201300097

Reference yield:

C22H27BrO4 → (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran (1451998-94-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2021.132375

Reference yield:

(S)-1-(3,4-dimethoxyphenyl)-4-(1,4-dioxaspiro[4.5]decan-2-yl)butan-1-one (1451998-82-5) → (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran (1451998-94-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / methanol / 4 h

2.1: toluene-4-sulfonic acid; methanol / 4 h / Inert atmosphere

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4.1: sodium iodide / acetone / 12 h / Reflux; Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

5.2: 2 h / 20 °C

6.1: copper(ll) sulfate pentahydrate; water / methanol / 1.5 h / 60 °C

7.1: sodium tetrahydroborate / tetrahydrofuran; diethyl ether / 1 h / 0 - 20 °C

7.2: 1 h / 0 - 20 °C

With methanol; sodium tetrahydroborate; copper(ll) sulfate pentahydrate; water; sodium hydride; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/ejoc.201300097

upstream raw materials:

(S)-1-(3,4-dimethoxyphenyl)-4-(1,4-dioxaspiro[4.5]decan-2-yl)butan-1-one

((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)methanol

(2R,6S)-2-(3,4-dimethoxyphenyl)-6-(iodomethyl)tetrahydro-2H-pyran

2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone