2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran

Base Information

• Chemical Name: 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran
• CAS No.: 133871-94-0
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 133871-94-0.mol

Synonyms:

Chemical Property of 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran

There total 6 articles about 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran 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:

benzyl bromide (100-39-0) + 2,3-Dihydroxy-4,4-dimethyltetrahydropyran (133871-90-6,133871-91-7) → 2-(Benzyloxy)-3-hydroxy-4,4-dimethyltetrahydropyran (133871-99-5) + 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran (133871-94-0,133871-95-1)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 50 ℃; for 2h;

DOI:10.1021/jo00011a043

Reference yield:

4,4-dimethyl-tetrahydro-pyran-2-one (22791-80-6) → 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran (133871-94-0,133871-95-1)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium aluminum hydride / diethyl ether / 3 h / -10 °C

2: p-toluenesulfonic acid / 100 to 200 deg C (distillation at 25 mmHg)

3: 75 percent / CH₂Cl₂ / 0.5 h / 0 °C

4: 50 mg / 5 percent NaOH / 72 h

5: 0.3925 g / KOH / dimethylsulfoxide / 2 h / 50 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo00011a043

Reference yield:

3,3-dimethylglutaric anhydride (4160-82-1) → 2,3-Bis(benzyloxy)-4,4-dimethyltetrahydropyran (133871-94-0,133871-95-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 71.1 percent / lithium aluminum hydride / tetrahydrofuran / 0.33 h / 0 °C

2: lithium aluminum hydride / diethyl ether / 3 h / -10 °C

3: p-toluenesulfonic acid / 100 to 200 deg C (distillation at 25 mmHg)

4: 75 percent / CH₂Cl₂ / 0.5 h / 0 °C

5: 50 mg / 5 percent NaOH / 72 h

6: 0.3925 g / KOH / dimethylsulfoxide / 2 h / 50 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo00011a043

upstream raw materials:

benzyl bromide

2,3-Dihydroxy-4,4-dimethyltetrahydropyran

4,4-dimethyl-tetrahydro-pyran-2-one

3,3-dimethylglutaric anhydride

Refernces