(4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol

Base Information

• Chemical Name: (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol
• CAS No.: 131186-83-9
• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.492

Synonyms:(4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol

Chemical Property of (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol

There total 6 articles about (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol 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: 75.0%

(4aα,5α,6β,7aα)-Perhydro-5-(oxiranylmethoxy)-6-<(tetrahydro-2H-pyran-2-yl)oxy>cyclopentapyran (131186-82-8) + phenol (108-95-2,27073-41-2) → (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol (131186-83-9)

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Heating;

DOI:10.1016/S0040-4020(01)85603-9

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol (131186-83-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridinium-4-toluenesulphonate / CH₂Cl₂ / 1) 0 - 5 deg C, 1.5 h, 2) 20 deg C, 20 h

2: 58 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 1) 0 - 5 deg C, 2 h, 2) 20 deg C, 21 h

3: 75 percent / K₂CO₃ / acetonitrile / 48 h / Heating

With pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)85603-9

Reference yield:

(4aα,5α,6β,7aα)-Octahydro-5-(2-propenyloxy)cyclopentapyran-6-ol (131186-80-6) → (4aα,5α,6β,7aα)-1-<cyclopentapyran-5-yl>oxy>-3-phenoxy-2-propanol (131186-83-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridinium-4-toluenesulphonate / CH₂Cl₂ / 1) 0 - 5 deg C, 1.5 h, 2) 20 deg C, 20 h

2: 58 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 1) 0 - 5 deg C, 2 h, 2) 20 deg C, 21 h

3: 75 percent / K₂CO₃ / acetonitrile / 48 h / Heating

With pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)85603-9

upstream raw materials:

(4aα,5α,6β,7aα)-Perhydro-5-(oxiranylmethoxy)-6-<(tetrahydro-2H-pyran-2-yl)oxy>cyclopentapyran

phenol

3,4-dihydro-2H-pyran

(4aα,5α,6β,7aα)-Octahydro-5-(2-propenyloxy)cyclopentapyran-6-ol

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