allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Base Information

• Chemical Name: allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside
• CAS No.: 753025-63-7
• Molecular Formula: C₅₈H₅₁N₃O₁₆
• Molecular Weight: 1046.05
• Mol file: 753025-63-7.mol

Synonyms:allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property of allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

There total 5 articles about allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 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: 62.0%

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate (339276-12-9) + allyl 2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside (676530-89-5) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside (753025-63-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1055/s-2004-829103

Reference yield: 52.0%

2,3,4,5-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate (151767-11-2) + allyl 2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside (676530-89-5) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside (753025-63-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 20 ℃;

DOI:10.1055/s-2004-829103

Reference yield:

allyl 4,6-O-benzylidene-α-D-glucopyranoside (93382-48-0) + 2-(azidomethyl)benzoyl chloride (289712-58-9) + 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate (339276-12-9) → allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->2)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside + allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-4,6-O-benzylidene-α-D-glucopyranoside (753025-63-7)

Guidance literature:

allyl 4,6-O-benzylidene-α-D-glucopyranoside; 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate; With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;

2-(azidomethyl)benzoyl chloride; With dmap; In dichloromethane; at 20 ℃;

DOI:10.1055/s-2004-829103

upstream raw materials:

allyl 4,6-O-benzylidene-α-D-glucopyranoside

2-(azidomethyl)benzoyl chloride

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate

2,3,4,5-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-(2-azidomethyl)benzoyl-α-D-glucopyranoside

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-(2-azidomethyl)benzoyl-α-D-glucopyranoside