5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Base Information

• Chemical Name: 5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• CAS No.: 848828-27-3
• Molecular Formula: C₂₀H₂₉N₃O₆
• Molecular Weight: 407.467

Synonyms:5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property of 5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property:

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Technology Process of 5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

There total 3 articles about 5-(methoxycarbonyl)pentyl 4-azido-3-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: 100.0%

5-(methoxycarbonyl)pentyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (566934-68-7) → 5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (848828-27-3)

Guidance literature:

DOI:10.1016/j.tetasy.2004.11.021

Reference yield:

methyl 6-hydroxycaproate (4547-43-7) → 5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (848828-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / BF₃*Et₂O / CH₂Cl₂ / 24 h / 20 °C

With boron trifluoride diethyl etherate; In dichloromethane; 2: Zemplen deacetylation;

DOI:10.1016/j.tetasy.2004.11.021

Reference yield:

1,2-Di-O-acetyl-4-azido-4,6-dideoxy-3-O-benzyl-α-D-mannopyranoside (117107-69-4) → 5-(methoxycarbonyl)pentyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (848828-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / BF₃*Et₂O / CH₂Cl₂ / 24 h / 20 °C

With boron trifluoride diethyl etherate; In dichloromethane; 2: Zemplen deacetylation;

DOI:10.1016/j.tetasy.2004.11.021

upstream raw materials:

5-(methoxycarbonyl)pentyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

methyl 6-hydroxycaproate

1,2-Di-O-acetyl-4-azido-4,6-dideoxy-3-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

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

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

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

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

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