5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol

Base Information

• Chemical Name: 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol
• CAS No.: 86611-19-0
• Molecular Formula: C₂₆H₃₆O₃Si
• Molecular Weight: 424.656
• Mol file: 86611-19-0.mol

Synonyms:

Chemical Property of 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol

There total 5 articles about 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-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: 70.0%

5,6-dihydro-5α-(2-hydroxyethyl)-2H-pyran-2α-ylpropan-2-ol (80502-34-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol (86611-19-0,86611-20-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 20h; Ambient temperature;

Reference yield: 68.0%

1-[5-(2-Hydroxy-ethyl)-5,6-dihydro-2H-pyran-2-yl]-propan-2-ol (80502-34-7) + tert-butylchlorodiphenylsilane (58479-61-1) → 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol (86611-19-0,86611-20-3)

Guidance literature:

With 2-(Dimethylamino)pyridine; triethylamine; In dichloromethane; for 37h;

DOI:10.1021/jo00166a013

Reference yield:

5,6-dihydro-2α-(2-oxopropyl)pyran-5α-ylmalonic acid (95416-74-3) → 5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-ol (86611-19-0,86611-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 104 mg / toluene / 19 h / Heating

2: 88 mg / LiAlH₄ / tetrahydrofuran / 3 h / Ambient temperature

3: 70 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 20 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

upstream raw materials:

1-[5-(2-Hydroxy-ethyl)-5,6-dihydro-2H-pyran-2-yl]-propan-2-ol

tert-butylchlorodiphenylsilane

5,6-dihydro-5α-(2-hydroxyethyl)-2H-pyran-2α-ylpropan-2-ol

5,6-dihydro-2α-(2-oxopropyl)pyran-5α-ylmalonic acid

Downstream raw materials:

3β,4β-cyclohexylidenedioxy-5α-<2-ethyl>tetrahydro-2H-pyran-2α-ylpropan-2-one

<5-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-2α,3β,4β,5α-tetrahydro-3,4-dihydroxy-2H-pyran-2-yl>-2-propanone

5α-<2-ethyl>-5,6-dihydro-2H-pyran-2α-ylpropan-2-one