4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran

Base Information

• Chemical Name: 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran
• CAS No.: 130723-10-3
• Molecular Formula: C18H19FO3
• Molecular Weight: 302.345
• DSSTox Substance ID: DTXSID601185695
• Nikkaji Number: J1.679.680H
• Mol file: 130723-10-3.mol

Synonyms:SCHEMBL8551875;4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran;HDXFNJRYYUCSNJ-UHFFFAOYSA-N;DTXSID601185695;130723-10-3;4-[3-Fluoro-5-(phenylmethoxy)phenyl]tetrahydro-2H-pyran-4-ol

Chemical Property of 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 302.13182263
• Heavy Atom Count: 22
• Complexity: 337

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COCCC1(C2=CC(=CC(=C2)F)OCC3=CC=CC=C3)O

Technology Process of 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran

There total 8 articles about 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran 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: 71.0%

→ 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran (130723-10-3)

Guidance literature:

Reference yield: 70.0%

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + ammonium chloride + 5-benzyloxy-3-fluorophenyl bromide (130722-44-0) + 4-(5-fluoro-3-hydroxyphenyl)-4-methoxy-3,4,5,6-tetrahydro-2H-pyran (130723-09-0) → 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran (130723-10-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane;

Reference yield: 66.0%

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + 5-benzyloxy-3-fluorophenyl bromide (130722-44-0) → 4-(3-Benzyloxy-5-fluorophenyl)-4-hydroxytetrahydropyran (130723-10-3)

Guidance literature:

5-benzyloxy-3-fluorophenyl bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Tetrahydro-4H-pyran-4-one; In tetrahydrofuran; hexane; at -78 - 4 ℃;

DOI:10.1021/jm0407761

upstream raw materials:

Tetrahydro-4H-pyran-4-one

5-benzyloxy-3-fluorophenyl bromide

3,5-difluorobromobenzene

benzyl alcohol

Downstream raw materials:

4-(3-hydroxy-5-fluorophenyl)-4-methylthio-3,4,5,6-tetrahydro-2H-pyran

3-(2-(3-fluoro-5-(4-(4-methoxytetrahydropyranyl))phenoxy)ethyl)-6-nitro-1,3,2-benzodithiazolium ylide 1,1-dioxide

4-(3-(2-bromoethoxy)-5-fluorophenyl)-4-methoxy-3,4,5,6-tetrahydro-2H-pyran

4-(3-fluoro-5-(2-mercaptoethoxy)phenyl)-4-methoxy-3,4,5,6-tetrahydro-2H-pyran