benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside

Base Information

• Chemical Name: benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside
• CAS No.: 82122-43-8
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419
• Mol file: 82122-43-8.mol

Synonyms:benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside

Chemical Property of benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside

There total 5 articles about benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside 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: 87.0%

benzyl 4,6-O-benzylidene-3-deoxy-β-D-ribo-hexopyranoside (234083-58-0) + methyl iodide (74-88-4) → benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside (82122-43-8)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 0.5h;

DOI:10.1016/S0008-6215(00)82220-X

Reference yield:

benzaldehyde (100-52-7) → benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside (82122-43-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / M sodium methoxide, zinc chloride / methanol; CHCl₃

2: 64 percent / lithium aluminium hydride / tetrahydrofuran; H₂O; ethyl acetate / 7 h / Heating

3: 87 percent / potassium hydroxide / dimethylsulfoxide / 0.5 h

With potassium hydroxide; lithium aluminium tetrahydride; sodium methylate; zinc(II) chloride; In tetrahydrofuran; methanol; chloroform; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/S0008-6215(00)82220-X

Reference yield:

benzyl 2-O-acetyl-4,6-O-benzylidene-3-O-tosyl-β-D-glucopyranoside (83050-00-4) → benzyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside (82122-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / lithium aluminium hydride / tetrahydrofuran; H₂O; ethyl acetate / 7 h / Heating

2: 87 percent / potassium hydroxide / dimethylsulfoxide / 0.5 h

With potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/S0008-6215(00)82220-X

upstream raw materials:

benzyl 4,6-O-benzylidene-3-deoxy-β-D-ribo-hexopyranoside

methyl iodide

benzaldehyde

benzyl 2-O-acetyl-4,6-O-benzylidene-3-O-tosyl-β-D-glucopyranoside

Downstream raw materials:

benzyl 6-O-benzyl-3-deoxy-2,4-di-O-methyl-β-D-ribo-hexopyranoside

benzyl 4-O-benzyl-3-deoxy-2,6-di-O-methyl-β-D-ribo-hexopyranoside

benzyl 4-O-benzyl-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside

benzyl 6-O-benzyl-3-deoxy-2-O-methyl-β-D-ribo-hexopyranoside