6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole

Base Information

• Chemical Name: 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole
• CAS No.: 852310-58-8
• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.348
• Mol file: 852310-58-8.mol

Synonyms:6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole

Chemical Property of 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole

There total 4 articles about 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole 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: 98.0%

p-methoxybenzyl chloride (824-94-2) + 2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxol-6-ol (852310-59-9) → 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole (852310-58-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.06.017

Reference yield: 94.0%

p-Methoxybenzyl bromide (2746-25-0) + 2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxol-6-ol (852310-59-9) → 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole (852310-58-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.02.140

Reference yield:

6-hydroxy-2,2-dimethyl-5-(4-methylphenylsulfonyloxymethyl)-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxole (218621-71-7) → 6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole (852310-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LiAlH₄ / diethyl ether

2: 98 percent / NaH; Bu₄NI / dimethylformamide

With lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.06.017

upstream raw materials:

p-Methoxybenzyl bromide

2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxol-6-ol

p-methoxybenzyl chloride

6-hydroxy-2,2-dimethyl-5-(4-methylphenylsulfonyloxymethyl)-(3aS,5S,6R,6aS)-perhydrofuro[2,3-d][1,3]dioxole

Downstream raw materials:

5-deoxy-3-O-(4-methoxybenzyl)-α-L-xylofuranose

Formic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-3-oxo-propyl ester

Methanesulfonic acid (E)-(1S,2S)-2-(4-methoxy-benzyloxy)-4-(4-methoxy-phenyl)-1-methyl-but-3-enyl ester

1-[4-azido-3-(4-methoxybenzyloxy)-(E,3S,4R)-1-pentenyl]-4-methoxybenzene