(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Base Information

• Chemical Name: (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol
• CAS No.: 1407517-56-9
• Molecular Formula: C₃₀H₃₈O₄SSi
• Molecular Weight: 522.781

Synonyms:(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Chemical Property of (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

There total 13 articles about (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)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: 47.0%

(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethanol (920018-76-4) + phenylthiotrimethylsilane (4551-15-9) → (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol (920018-60-6) + (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol (1407517-56-9)

Guidance literature:

With zinc(II) iodide; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 5h;

DOI:10.1039/c2ob25766a

Reference yield:

(R)-1-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethane-1,2-diol (920018-58-2) → (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol (920018-60-6) + (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol (1407517-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 12 h

2: 2,6-dimethylpyridine / dichloromethane / 5.5 h / 0 - 20 °C

3: pyridinium p-toluenesulfonate / methanol / 3 h / Reflux

4: zinc(II) iodide / 1,2-dichloro-ethane / 5 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; pyridinium p-toluenesulfonate; zinc(II) iodide; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1039/c2ob25766a

Reference yield:

(4S,5S)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (73346-73-3) → (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol (920018-60-6) + (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol (1407517-56-9)

Guidance literature:

Multi-step reaction with 13 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 24 h / Reflux

2.1: sodium hydride / hexane; tetrahydrofuran / 0.75 h

2.2: 10 h

3.1: pyridine / 16 h / 0 °C

4.1: sodium iodide / acetone / 30 h / Reflux

5.1: dimethyl sulfoxide / 72 h / 20 °C

6.1: diisobutylaluminium hydride / diethyl ether / 2 h / -78 °C

7.1: (-)-B-methoxydiisopinocampheylborane / diethyl ether; hexane / 1 h / 0 - 20 °C

7.2: 1 h / -78 - 0 °C

8.1: ozone; triphenylphosphine / dichloromethane / 0.5 h / -78 - 20 °C

9.1: pyridinium p-toluenesulfonate / methanol / 12 h / Reflux

10.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 12 h

11.1: 2,6-dimethylpyridine / dichloromethane / 5.5 h / 0 - 20 °C

12.1: pyridinium p-toluenesulfonate / methanol / 3 h / Reflux

13.1: zinc(II) iodide / 1,2-dichloro-ethane / 5 h / 0 - 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; ozone; triphenylphosphine; (-)-B-methoxydiisopinocampheylborane; sodium iodide; zinc(II) iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 4.1: |Finkelstein Reaction;

DOI:10.1039/c2ob25766a

upstream raw materials:

(R)-1-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethane-1,2-diol

(4S,5S)-diethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

(R)-2-(tert-butyldimethylsilanyloxy)-1-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)ethanol

(R)-5-((2R,4R,6R)-4,6-dimethoxytetrahydro-2H-pyran-2-yl)-2,2,8,8,9,9-hexamethyl-3,3-diphenyl-4,7-dioxa-3,8-disiladecane

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1407517-56-9 (R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6R)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Send

Send

Metric Ton KG G Pound L ML

Send

Send