8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
• CAS No.: 1283579-19-0
• Molecular Formula: C₆₄H₆₃N₃O₁₈
• Molecular Weight: 1162.21

Synonyms:8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property of 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property:

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Technology Process of 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

There total 9 articles about 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-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: 76.0%

8-azidooctyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside (1283578-95-9) + 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl 2,2,2-trichloroacetimidate (324041-49-8) → 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (1283579-19-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -10 ℃; for 2h; Molecular sieve; Inert atmosphere;

DOI:10.3762/bjoc.7.47

Reference yield: 72.0%

4-methylphenyl 2-O-acetyl-3,4,6-tri-O-benzoyl-1-thio-α-D-mannopyranoside (1283579-00-9) + 8-azidooctyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside (1283578-95-9) → 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (1283579-19-0)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 1h; Molecular sieve; Inert atmosphere;

DOI:10.3762/bjoc.7.47

Reference yield: 63.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 8-azidooctyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside (1283578-95-9) + 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl 2,2,2-trichloroacetimidate (324041-49-8) → C38H47N3O9Si + 8-azidooctyl (2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (1283579-19-0)

Guidance literature:

In dichloromethane; at 0 ℃;

DOI:10.3762/bjoc.7.47

upstream raw materials:

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

8-azidooctyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside

4-methylphenyl 2-O-acetyl-3,4,6-tri-O-benzoyl-1-thio-α-D-mannopyranoside

8-azidooctyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Downstream raw materials:

8-azidooctyl (3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

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