[4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone

Base Information

• Chemical Name: [4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone
• CAS No.: 176671-74-2
• Molecular Formula: C25H24O4
• Molecular Weight: 388.45600
• DSSTox Substance ID: DTXSID30445566
• Mol file: 176671-74-2.mol

Synonyms:176671-74-2;[4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone;[4-(oxan-2-yloxy)phenyl]-(4-phenylmethoxyphenyl)methanone;AGN-PC-0NBCO6;SCHEMBL6768580;DTXSID30445566;WQHSUESOIRZPAA-UHFFFAOYSA-N;FT-0673796;J-011213

Chemical Property of [4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone

Chemical Property:

• Boiling Point: 570.9±50.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.177±0.06 g/cm3(Predicted)
• LogP: 5.40200
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 388.16745924
• Heavy Atom Count: 29
• Complexity: 485

Purity/Quality:

[4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)OC2=CC=C(C=C2)C(=O)C3=CC=C(C=C3)OCC4=CC=CC=C4
• Uses: [4-(PhenylMethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-Methanone is used in the preparation of triarylethylenecarboxylic acids useful due to their estrogen receptor affinity and estrogenic potency.

Technology Process of [4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone

There total 5 articles about [4-(Phenylmethoxy)phenyl][4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-methanone 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:

Tetrahydropyran-2-yl (THP) ether + dibenzyl ether (103-50-4) → p-(Tetrahydropyran-2-yl)oxy-p'-benzyloxybenzophenone (176671-74-2)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; Petroleum ether;

Reference yield:

(4-Benzyloxy-phenyl)-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-methanol (374898-49-4) → p-(Tetrahydropyran-2-yl)oxy-p'-benzyloxybenzophenone (176671-74-2)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; for 32.5h; Yield given;

DOI:10.1021/jm960517e

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → p-(Tetrahydropyran-2-yl)oxy-p'-benzyloxybenzophenone (176671-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / p-TsOH / 1 h

2: 1.) Mg, I₂, dibromoethane / 1.) THF, reflux, 1 h, 2.) THF, reflux, 2 h

3: pyridinium dichromate / CH₂Cl₂ / 32.5 h

With dipyridinium dichromate; 1,1-Dibromoethane; iodine; toluene-4-sulfonic acid; magnesium; In dichloromethane;

DOI:10.1021/jm960517e

upstream raw materials:

(4-Benzyloxy-phenyl)-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-methanol

3,4-dihydro-2H-pyran

4-(tetrahydropyran-2'-yloxy)-1-bromobenzene

4-bromo-phenol

Downstream raw materials:

{4-[(Z)-1-(4-Benzyloxy-phenyl)-2-phenyl-but-1-enyl]-phenoxy}-acetic acid

{4-[(Z)-1-(4-Benzyloxy-phenyl)-2-phenyl-vinyl]-phenoxy}-acetic acid

(E,Z)-1-[4-(benzyloxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbut-1-ene

(E,Z)-4-<1-(p-hydroxyphenyl)-2-phenyl-1-butenyl>phenoxyacetic acid