5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

Base Information

• Chemical Name: 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose
• CAS No.: 131053-15-1
• Molecular Formula: C₁₅H₁₉N₃O₄
• Molecular Weight: 305.334
• Mol file: 131053-15-1.mol

Synonyms:5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

Chemical Property of 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose

There total 16 articles about 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose 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: 97.0%

3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulphonyl-α-D-xylo-furanose (131053-14-0) → 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (131053-15-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 70 ℃; for 12h;

DOI:10.1016/S0957-4166(00)86337-5

Reference yield: 92.0%

5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (4711-03-9) + benzyl chloride (100-44-7) → 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (131053-15-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.carres.2008.02.013

Reference yield: 90.0%

O-benzyl-1,2-di-O-isopropylidene-5-O-(p-toluenesulfonyl)-α-D-xylofuranose (29581-48-4) → 5-azido-3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose (131053-15-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.steroids.2013.11.022

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulphonyl-α-D-xylo-furanose

1,2:5,6-diacetone-D-glucose

3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside

Downstream raw materials:

5-amino-5-deoxy-1,2-O-isopropylidene-a-D-xylofuranose

1-(3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-n-pentyl-1H-1,2,3-triazole

1-(3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-n-hexyl-1H-1,2,3-triazole

4-benzyl-1-(3-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-1H-1,2,3-triazole