3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose

Base Information

• Chemical Name: 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose
• CAS No.: 1380315-59-2
• Molecular Formula: C₂₄H₂₇N₃O₇
• Molecular Weight: 469.494
• Mol file: 1380315-59-2.mol

Synonyms:3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose

Chemical Property of 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose

There total 4 articles about 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-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: 92.0%

3-O-(2-azidomethylbenzyl)-1,2-O-isopropylidene-α-D-glucofuranose (1380315-58-1) + benzoyl chloride (98-88-4) → 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose (1380315-59-2)

Guidance literature:

With pyridine; In dichloromethane; at -30 ℃; regioselective reaction;

DOI:10.1002/ejoc.201101815

Reference yield:

3-O-(2-azidomethylbenzyl)-1,2:5,6-α-D-glucofuranose (1380315-57-0) → 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose (1380315-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 70 °C

2: pyridine / dichloromethane / -30 °C

With pyridine; acetic acid; In dichloromethane; water;

DOI:10.1002/ejoc.201101815

Reference yield:

3-O-(2-bromomethylbenzyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (1380315-56-9) → 3-O-(2-azidomethylbenzyl)-6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose (1380315-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 4 h / 50 °C

2: acetic acid / water / 70 °C

3: pyridine / dichloromethane / -30 °C

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

DOI:10.1002/ejoc.201101815

upstream raw materials:

3-O-(2-bromomethylbenzyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

3-O-(2-azidomethylbenzyl)-1,2:5,6-α-D-glucofuranose

3-O-(2-azidomethylbenzyl)-1,2-O-isopropylidene-α-D-glucofuranose

benzoyl chloride

Downstream raw materials:

C₅₄H₅₇N₃O₁₂

C₆₀H₆₃N₃O₁₂S