4-Phenyltetrahydrofuran-3-ol

Base Information

• Chemical Name: 4-Phenyltetrahydrofuran-3-ol
• CAS No.: 1420794-90-6
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• DSSTox Substance ID: DTXSID401307740
• Mol file: 1420794-90-6.mol

Synonyms:4-Phenyltetrahydrofuran-3-ol;1420794-90-6;4-phenyloxolan-3-ol;Tetrahydro-4-phenyl-3-furanol;SCHEMBL4101268;4-Phenyl-tetrahydro-furan-3-ol;DTXSID401307740;AMY17294;VGC79490;MFCD22688533;AKOS027334590;DS-12441;CS-0156340;EN300-1635066;A911008

Chemical Property of 4-Phenyltetrahydrofuran-3-ol

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

97% ^*data from raw suppliers

4-Phenyltetrahydrofuran-3-ol 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(CO1)O)C2=CC=CC=C2

Technology Process of 4-Phenyltetrahydrofuran-3-ol

There total 17 articles about 4-Phenyltetrahydrofuran-3-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: 92.0%

cis-4-phenyltetrahydrofuran-3-yl-benzoate → cis-4-phenyltetrahydrofuran-3-ol (1420794-90-6)

Guidance literature:

With water; sodium hydroxide; In methanol;

Reference yield: 91.0%

3,4-epoxytetrahydrofuran (285-69-8) + bromobenzene (108-86-1,52753-63-6) → (3S,4R)-4-phenyltetrahydrofuran-3-ol (130871-09-9,1420794-90-6)

Guidance literature:

With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II); bis(η5((1R,2S,5R)-5-methyl-2-[prop-2-yl]-cyclohex-1-yl)cyclopentadienyl)-titanium dichloride; triethylamine hydrochloride; at 20 ℃; for 12h; enantioselective reaction; Inert atmosphere; Glovebox; Autoclave;

DOI:10.1021/jacs.5b01909

Reference yield: 74.0%

3,4-epoxytetrahydrofuran (285-69-8) + phenylmagnesium bromide (100-58-3) → trans-4-phenyltetrahydrofuran-3-ol (1420794-90-6)

Guidance literature:

copper(l) iodide; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

upstream raw materials:

Acetic acid (3R,4S)-4-phenyl-tetrahydro-furan-3-yl ester

bromobenzene

3,4-epoxytetrahydrofuran

phenylmagnesium bromide

Downstream raw materials:

(3S,4R)-4-phenyltetrahydrofuran-3-ol

(+)-(3R,4S)-4-phenyltetrahydrofuran-3-ol