(4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol

Base Information

• Chemical Name: (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol
• CAS No.: 183058-00-6
• Molecular Formula: C₃₆H₃₁BrO₄
• Molecular Weight: 607.544
• Mol file: 183058-00-6.mol

Synonyms:(4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol

Chemical Property of (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol

There total 5 articles about (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol 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: 95.0%

[(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2-(4-hydroxymethyl-phenyl)-[1,3]dioxolan-4-yl]-diphenyl-methanol (183057-89-8) → (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol (183058-00-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1002/hlca.19960790621

Reference yield:

4-(hydroxymethyl)benzaldehyde dimethyl acetal (183057-64-9) → (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol (183058-00-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

2: 74 percent / BF₃*OEt₂ / ethyl acetate / 7 h / Ambient temperature

3: 1.) Mg / 1.) THF; 2.) THF, r.t., 4 h

4: 95 percent / Ph₃P, CBr₄ / tetrahydrofuran / 1 h / Ambient temperature

With carbon tetrabromide; boron trifluoride diethyl etherate; magnesium; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1002/hlca.19960790621

Reference yield:

methyl 4-(dimethoxymethyl)benzoate (42228-16-0) → (4R,5R)-2-[4-(bromomethyl)phenyl]-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol (183058-00-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

2: 99 percent / Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

3: 74 percent / BF₃*OEt₂ / ethyl acetate / 7 h / Ambient temperature

4: 1.) Mg / 1.) THF; 2.) THF, r.t., 4 h

5: 95 percent / Ph₃P, CBr₄ / tetrahydrofuran / 1 h / Ambient temperature

With lithium aluminium tetrahydride; carbon tetrabromide; boron trifluoride diethyl etherate; magnesium; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;

DOI:10.1002/hlca.19960790621

upstream raw materials:

[(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2-(4-hydroxymethyl-phenyl)-[1,3]dioxolan-4-yl]-diphenyl-methanol

4-(hydroxymethyl)benzaldehyde dimethyl acetal

methyl 4-(dimethoxymethyl)benzoate

Benzoic acid 4-dimethoxymethyl-benzyl ester

Refernces