4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane

Base Information

• Chemical Name: 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane
• CAS No.: 151533-33-4
• Molecular Formula: C₃₉H₄₉NO₇
• Molecular Weight: 643.821
• Mol file: 151533-33-4.mol

Synonyms:4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane

Chemical Property of 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane

There total 9 articles about 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane 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:

methylmagnesium chloride (676-58-4) + 2-(4''-[2'''-piperidinoethoxy]phenyl)-3-(4'-tetrahydropyranyloxyphenyl)-7-tetrahydropyranyloxy-2,3-dihydro-4H-1-benzopyran-4-one (151533-32-3) → 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane (151533-33-4)

Guidance literature:

methylmagnesium chloride; 2-(4''-[2'''-piperidinoethoxy]phenyl)-3-(4'-tetrahydropyranyloxyphenyl)-7-tetrahydropyranyloxy-2,3-dihydro-4H-1-benzopyran-4-one; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

With ammonium chloride; In tetrahydrofuran; water; at -20 - 20 ℃; for 2h;

Reference yield:

2,4,4'-trihydroxy deoxybenzoin (17720-60-4,423150-69-0) → 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane (151533-33-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / TsOH / 2.5 h / 0 °C

2: 1.) piperidine, 2.) Cs₂CO₃, H₂O / 1.) benzene, reflux, 60 h, 2.) acetone, reflux, 19 h

3: tetrahydrofuran / 3 h / -78 - 20 °C

With piperidine; water; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1021/jm970095o

Reference yield:

1-(2-hydroxy-4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethanone (130064-21-0) → 4-hydroxy-4-methyl-2-(4'-[2''-piperidino]ethoxy)phenyl-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane (151533-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) piperidine, 2.) Cs₂CO₃, H₂O / 1.) benzene, reflux, 60 h, 2.) acetone, reflux, 19 h

2: tetrahydrofuran / 3 h / -78 - 20 °C

With piperidine; water; caesium carbonate; In tetrahydrofuran;

DOI:10.1021/jm970095o

upstream raw materials:

2,4,4'-trihydroxy deoxybenzoin

4-hydroxyphenylacetate

1-(2-hydroxy-4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethanone

recorcinol

Downstream raw materials:

(2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-((4''-[2'''-piperidino]ethoxy)phenyl)-2H-1-benzopyran (1S)-10-camphorsulphonic acid salt

(2R,S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-(4-[2'-piperidino]ethoxy)phenyl-2H-1-benzopyran (1S)-10-camphorsulphonic acid salt

EM-800

EM-776