6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose

Base Information

• Chemical Name: 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose
• CAS No.: 1350745-14-0
• Molecular Formula: C₁₇H₂₃N₃O₅
• Molecular Weight: 349.387
• Mol file: 1350745-14-0.mol

Synonyms:6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose

Chemical Property of 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose

There total 2 articles about 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose 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: 91.0%

3-O-benzyl-3-C-methyl-1,2-O-isopropylidene-6-O-tosyl-α-D-glucofuranose (1350745-13-9) → 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose (1350745-14-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; Inert atmosphere;

DOI:10.1039/c1cc15024c

Reference yield:

3-O-benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-glucofuranose (120615-67-0) → 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose (1350745-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 90 °C / Inert atmosphere

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c1cc15024c

Reference yield: 44.0%

6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose (1350745-14-0) → 6-amine-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose (1350745-10-6)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c1cc15024c

upstream raw materials:

3-O-benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-glucofuranose

3-O-benzyl-3-C-methyl-1,2-O-isopropylidene-6-O-tosyl-α-D-glucofuranose

Downstream raw materials:

6-amine-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-glucofuranose

C₂₇H₄₂N₂O₈