[[3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]phenyl]Methyl]triphenylphosphoniuM Chloride

Base Information

• Chemical Name: [[3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]phenyl]Methyl]triphenylphosphoniuM Chloride
• CAS No.: 103929-86-8
• Molecular Formula: C₃₇H₅₀O₂PSi₂*Cl
• Molecular Weight: 649.401
• Mol file: 103929-86-8.mol

Synonyms:[[3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]methyl]triphenylphosphonium Chloride;

Chemical Property of [[3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]phenyl]Methyl]triphenylphosphoniuM Chloride

Chemical Property:

• PSA: 32.05000
• LogP: 6.95270
• Solubility.: Methanol, Water

Purity/Quality:

[[3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]methyl]triphenylphosphoniumChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: [[3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]phenyl]Methyl]triphenylphosphoniuM Chloride is a reactant used in the synthesis of natural polyhydroxystilbenes.

Technology Process of [[3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]phenyl]Methyl]triphenylphosphoniuM Chloride

There total 5 articles about [[3,5-Bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]phenyl]Methyl]triphenylphosphoniuM Chloride 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: 86.0%

3,5-bis(tert-butyldimethylsilyloxy)benzyl chloride (103929-85-7) + triphenylphosphine (603-35-0) → 3,5-di-t-butyldimethylsilyloxybenziltriphenylphosphonium chloride (103929-86-8)

Guidance literature:

at 100 ℃; for 5h;

DOI:10.1055/s-1998-2193

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → 3,5-di-t-butyldimethylsilyloxybenziltriphenylphosphonium chloride (103929-86-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / Et₃N / tetrahydrofuran / Ambient temperature

2: 100 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

3: 87 percent / PPh₃, CCl₄ / 2 h / 110 °C

4: 86 percent / 5 h / 100 °C

With tetrachloromethane; lithium aluminium tetrahydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-1998-2193

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 3,5-di-t-butyldimethylsilyloxybenziltriphenylphosphonium chloride (103929-86-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / Et₃N / tetrahydrofuran / Ambient temperature

2: 100 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

3: 87 percent / PPh₃, CCl₄ / 2 h / 110 °C

4: 86 percent / 5 h / 100 °C

With tetrachloromethane; lithium aluminium tetrahydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-1998-2193

upstream raw materials:

3,5-bis(tert-butyldimethylsilyloxy)benzyl chloride

triphenylphosphine

1-carbomethoxy-3,5-dihydroxybenzene

methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate

Downstream raw materials:

5-{(Z)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-vinyl}-1,3-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-benzene

5-{(E)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-vinyl}-1,3-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-benzene

ardisinol II

8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octan-1-ol

Refernces

• 1、 Cardona, Luz,Fernandez, Isabel,Garcia, Begona,Pedro, Jose R.. "SYNTHESIS OF NATURAL POLYHYDROXYSTILBENES". . p. 2725 - 2730. Retrieved 2007/10/02.