(R)-1-phenyl-2-octanol

Base Information

• Chemical Name: (R)-1-phenyl-2-octanol
• CAS No.: 159690-72-9
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.328
• Mol file: 159690-72-9.mol

Synonyms:(R)-1-phenyl-2-octanol

Chemical Property of (R)-1-phenyl-2-octanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-phenyl-2-octanol

There total 6 articles about (R)-1-phenyl-2-octanol 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: 76.0%

bromobenzene (108-86-1,52753-63-6) + oct-1-ene (111-66-0,25068-25-1) → (R)-1-phenyl-2-octanol (159690-72-9)

Guidance literature:

oct-1-ene; With 1,8-diazabicyclo[5.4.0]undec-7-ene; (2R,3S,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diol; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane; In tetrahydrofuran; at 20 ℃; for 24h; Sealed tube; Inert atmosphere;

bromobenzene; With water; palladium diacetate; potassium hydroxide; ruphos; In tetrahydrofuran; at 70 ℃; for 12h; Sealed tube; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 4h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.5b13174

Reference yield:

(2R)-1-phenyl-2-tetrahydropyranyloxyoctane → (R)-1-phenyl-2-octanol (159690-72-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 55 ℃; for 3h;

DOI:10.1016/S0957-4166(00)86269-2

Reference yield:

(R)-7-benzyloxacycloheptan-2-one (159690-58-1) → (R)-1-phenyl-2-octanol (159690-72-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 10N aq. NaOH / ethanol

3: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

4: 100 percent / LiAlH₄ / diethyl ether / 4 h / Ambient temperature

5: 91 percent / pyridine / 5 h

6: 1.) CuI / 1.) Et₂O, -10 deg C, 30 min, 2.) Et₂O, 0 deg C, 2 h

7: pyridinium p-toluenesulfonate / ethanol / 3 h / 55 °C

With pyridine; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In diethyl ether; ethanol; dichloromethane;

DOI:10.1016/S0957-4166(00)86269-2

upstream raw materials:

(R)-7-benzyloxacycloheptan-2-one

bromobenzene

oct-1-ene

Downstream raw materials:

(R)-(-)-1,3-nonandiol 1

(R)-1-phenyloctan-2-yl acetate