5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Base Information

• Chemical Name: 5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• CAS No.: 1044594-40-2
• Molecular Formula: C₂₀H₂₉N₃O₆
• Molecular Weight: 407.467
• Mol file: 1044594-40-2.mol

Synonyms:5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property of 5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

There total 1 articles about 5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 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: 85.0%

5-methoxycarbonylpentyl 3-O-acetyl-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (1044594-39-9) → 5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (1044594-40-2)

Guidance literature:

With sodium methylate; In methanol; for 18h;

DOI:10.1016/j.carres.2008.03.037

Reference yield: 98.0%

5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (1044594-40-2) + 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (183901-63-5) → 5'-methoxycarbonylpentyl tetra-O-benzoyl-α-D-mannopyranosyl(1→2)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:

5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside; 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate; In dichloromethane; at 21 ℃; for 5h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 21 ℃; for 1h; Molecular sieve; Inert atmosphere;

DOI:10.1039/c7ob00445a

Reference yield: 97.0%

5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (1044594-40-2) + 4-azido-2,3-di-O-benzoyl-4,6-dideoxy-α-D-mannopyranosyl trichloroacetimidate → 5'-methoxycarbonylpentyl 4-azido-2,3-di-O-benzoyl-4,6-dideoxy-α-D-mannopyranosyl-(1→3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:

5'-methoxycarbonylpentyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside; 4-azido-2,3-di-O-benzoyl-4,6-dideoxy-α-D-mannopyranosyl trichloroacetimidate; In dichloromethane; at 21 ℃; for 5h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 21 ℃; for 1h; Molecular sieve; Inert atmosphere;

DOI:10.1021/ja5081184

upstream raw materials:

5-methoxycarbonylpentyl 3-O-acetyl-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Downstream raw materials:

5-methoxycarbonylpentyl (3-O-acetyl-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside