1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole

Base Information

• Chemical Name: 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole
• CAS No.: 1415560-99-4
• Molecular Formula: C₂₂H₂₄ClN₃O₉
• Molecular Weight: 509.9
• Mol file: 1415560-99-4.mol

Synonyms:1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole

Chemical Property of 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole

There total 2 articles about 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole 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: 19.0%

phenylacetylene (536-74-3) + 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) → 1’-(4-phenyl-[1,2,3]-triazol-1-yl)-2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranose (26295-42-1,26295-46-5) + 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole (1415560-99-4) + 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(2-phenylethynyl)-4-phenyl-1,2,3-triazole (1415561-00-0) + 1,1'-di-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,4'-diphenyl-5,5'-bis(1,2,3-triazole) (1415561-01-1)

Guidance literature:

With dmap; copper(l) chloride; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201304989

Reference yield:

phenylacetylene (536-74-3) + 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate (13992-25-1) → 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole (1415560-99-4) + 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(2-phenylethynyl)-4-phenyl-1,2,3-triazole (1415561-00-0) + 1,1'-di-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4,4'-diphenyl-5,5'-bis(1,2,3-triazole) (1415561-01-1)

Guidance literature:

With dmap; copper(l) chloride; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/j.carres.2012.08.014 DOI:10.1016/j.carres.2012.08.014

Reference yield:

1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-chloro-4-phenyl-1,2,3-triazole (1415560-99-4) → 5-chloro-1-(β-D-glucopyranosyl)-4-phenyl-1,2,3-triazole (1610473-17-0)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201304989

upstream raw materials:

phenylacetylene

1-azido-1-deoxy-β-D-glucopyranoside tetraacetate

Downstream raw materials:

5-chloro-1-(β-D-glucopyranosyl)-4-phenyl-1,2,3-triazole