2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran

Base Information

• Chemical Name: 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran
• CAS No.: 100638-96-8
• Molecular Formula: C₂₃H₂₈O₆
• Molecular Weight: 400.472
• Mol file: 100638-96-8.mol

Synonyms:2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran

Chemical Property of 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran

There total 6 articles about 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran 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: 94.0%

methanol (67-56-1) + 2-benzyloxymethyl-5-(2-benzyloxy-1-hydroxyethyl)furan (100638-94-6,100638-95-7) → 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran (100638-96-8)

Guidance literature:

With bromine; In diethyl ether; at -45 - -35 ℃; for 0.5h;

DOI:10.1016/S0008-6215(00)90756-0

Reference yield:

2-benzyloxymethylfuran (16361-14-1) → 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran (100638-96-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 55 percent / toluene-p-sulphonic acid / benzene / 12 h / Ambient temperature

2: toluene-p-sulphonic acid / 0.5 h / 0 °C

3: 99 percent / lithium aluminium hydride / diethyl ether / 0.25 h

4: 93 percent / NaOH / dimethylsulfoxide / 12 h

5: 100 percent / toluene-p-sulphonic acid / methanol / 4 h / Ambient temperature

6: 94 percent / Br₂ / diethyl ether / 0.5 h / -45 - -35 °C

With sodium hydroxide; lithium aluminium tetrahydride; bromine; toluene-4-sulfonic acid; In methanol; diethyl ether; dimethyl sulfoxide; benzene;

DOI:10.1016/S0008-6215(00)90756-0

Reference yield:

2-benzyloxymethyl-5-<2-hydroxy-1-(tetrahydropyran-2-yloxy)ethyl>furan (100638-92-4,100759-70-4) → 2-(2-benzyloxy-1-hydroxyethyl)-5-benzyloxymethyl-2,5-dimethoxy-2,5-dihydrofuran (100638-96-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaOH / dimethylsulfoxide / 12 h

2: 100 percent / toluene-p-sulphonic acid / methanol / 4 h / Ambient temperature

3: 94 percent / Br₂ / diethyl ether / 0.5 h / -45 - -35 °C

With sodium hydroxide; bromine; toluene-4-sulfonic acid; In methanol; diethyl ether; dimethyl sulfoxide;

DOI:10.1016/S0008-6215(00)90756-0

upstream raw materials:

methanol

2-benzyloxymethyl-5-(2-benzyloxy-1-hydroxyethyl)furan

2-benzyloxymethylfuran

2-benzyloxymethyl-5-<2-hydroxy-1-(tetrahydropyran-2-yloxy)ethyl>furan

Downstream raw materials:

1,7-di-O-benzyl-3,4-dideoxy-β-DL-hept-3-en-2-ulopyranos-5-ulose

1,7-di-O-benzyl-3,4-dideoxy-α-DL-hept-3-en-2-ulopyranos-5-ulose