methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside

Base Information

• Chemical Name: methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside
• CAS No.: 151803-50-8
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 151803-50-8.mol

Synonyms:methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside

Chemical Property of methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside

There total 6 articles about methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-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: 85.0%

methyl 4-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside (151803-52-0) + methyl iodide (74-88-4) → methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside (151803-50-8)

Guidance literature:

In tetrahydrofuran;

Reference yield: 84.0%

methyl 4-O-benzyl-6-deoxy-3-O-methyl-2-O-<(methylthio)thiocarbonyl>-α-D-mannopyranoside (151803-48-4) → methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside (151803-50-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; at 80 ℃;

Reference yield:

methyl 4-O-benzyl-6-deoxy-α-D-mannopyranoside (109526-95-6) → methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-D-arabino-hexopyranoside (151803-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide / 1.) toluene, reflux, 16 h, 2.) toluene, 40 deg C, 18 h

2: 1.) NaH, imidazole / 1.) THF, from 0 deg C to RT, 15 min, 2.) THF, 15 min, 3.) THF

3: 84 percent / tris(trimethylsilyl)silane (TTMSS), azoisobutyronitrile (AIBN) / toluene / 80 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; In toluene;

upstream raw materials:

methyl 4-O-benzyl-6-deoxy-3-O-methyl-2-O-<(methylthio)thiocarbonyl>-α-D-mannopyranoside

methyl 4-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranoside

methyl iodide

methyl 4-O-benzyl-6-deoxy-α-D-mannopyranoside