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

Base Information

• Chemical Name: 2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone
• CAS No.: 1451998-90-5
• Molecular Formula: C₂₂H₂₆O₅
• Molecular Weight: 370.445
• Mol file: 1451998-90-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about 2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone 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:

C27H34N2O5 → 2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone (1451998-90-5)

Guidance literature:

With copper(ll) sulfate pentahydrate; water; In methanol; at 60 ℃; for 1.5h;

DOI:10.1002/ejoc.201300097

Reference yield:

(S)-1-(3,4-dimethoxyphenyl)-4-(1,4-dioxaspiro[4.5]decan-2-yl)butan-1-one (1451998-82-5) → 2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone (1451998-90-5)

Guidance literature:

Multi-step reaction with 6 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

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

DOI:10.1002/ejoc.201300097

Reference yield:

((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)methanol (1451998-87-0) → 2-((2S,6R)-6-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-2-yl)-1-(4-methoxyphenyl)ethanone (1451998-90-5)

Guidance literature:

Multi-step reaction with 4 steps

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

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

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

3.2: 2 h / 20 °C

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

With copper(ll) sulfate pentahydrate; water; sodium hydride; triethylamine; sodium iodide; In methanol; 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

(4S)-1-bromo-4,5-cyclohexylidenedioxypentane

Downstream raw materials:

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