4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole

Base Information

• Chemical Name: 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole
• CAS No.: 915694-61-0
• Molecular Formula: C₂₁H₂₅N₅O₁₀S
• Molecular Weight: 539.523
• Mol file: 915694-61-0.mol

Synonyms:4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole

Chemical Property of 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole

There total 2 articles about 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-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: 82.0%

N-(prop-2-yn-1-yl)-4-sulfamoylbenzamide (912345-32-5) + 2,3,4-Tri-O-acetyl-α-D-arabinopyranosyl azide → 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole (915694-61-0)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 40 ℃;

DOI:10.1021/jm060967z

Reference yield:

4-(aminosulfonyl)-benzoic acid (138-41-0) → 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole (915694-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / N-hydroxybenzotriazole monohydrate; diisopropylethylamine; HBTU / dimethylformamide / 1 h / 20 °C

2: 82 percent / sodium ascorbate; CuSO₄*H₂O / 2-methyl-propan-2-ol; H₂O / 40 °C

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; copper(II) sulfate; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm060967z

Reference yield: 100.0%

4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(2',3',4'-tri-o-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole (915694-61-0) → 4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(α-D-arabinopyranosyl)-1H-1,2,3-triazole

Guidance literature:

With sodium methylate; In methanol; for 0.5h;

DOI:10.1021/jm060967z

upstream raw materials:

N-(prop-2-yn-1-yl)-4-sulfamoylbenzamide

4-(aminosulfonyl)-benzoic acid