3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole

Base Information

• Chemical Name: 3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole
• CAS No.: 1179326-79-4
• Molecular Formula: C₄₆H₃₄N₂O₁₀
• Molecular Weight: 774.783

Synonyms:3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole

Chemical Property of 3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole

Chemical Property:

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Technology Process of 3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole

There total 1 articles about 3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole 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: 77.0%

N-hydroxy-2-naphthalenecarboximidoyl chloride (65788-68-3) + 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl cyanide (286369-05-9) → 3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole (1179326-79-4)

Guidance literature:

N-hydroxy-2-naphthalenecarboximidoyl chloride; 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl cyanide; In toluene; at 110 ℃; Inert atmosphere;

With triethylamine; In toluene; at 110 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2009.04.036

Reference yield: 70.0%

3-(2-naphthyl)-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1,2,4-oxadiazole (1179326-79-4) → 3-(2-naphthyl)-5-(3',4',6'-tri-O-benzoyl-2'-deoxy-d-arabino-hex-1'-enopyranosyl)-1,2,4-oxadiazole

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2015.04.016

upstream raw materials:

N-hydroxy-2-naphthalenecarboximidoyl chloride

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl cyanide

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