N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide

Base Information

• Chemical Name: N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide
• CAS No.: 260360-33-6
• Molecular Formula: C₆₄H₈₃N₁₃O₁₇
• Molecular Weight: 1306.44

Synonyms:N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide

Chemical Property of N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Useful:

Technology Process of N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide

There total 4 articles about N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide 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: 72.0%

ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)(4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (115196-80-0) + N-(2,2-dimethoxyethyl)-6-[4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide (260360-32-5) → N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide (260360-33-6)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; toluene; at 5 - 10 ℃;

DOI:10.1016/S0008-6215(99)00185-8

Reference yield:

ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)(4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (115196-80-0) → N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide (260360-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / N-iodosuccinimide; AgOTf; MS₄A / toluene; CH₂Cl₂ / 5 - 10 °C

2: NaOMe

3: 72 percent / N-iodosuccinimide; AgOTf; MS₄A / toluene; CH₂Cl₂ / 5 - 10 °C

With N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane; toluene; 1: Condensation / 2: Zemplen deacetylation / 3: Substitution;

DOI:10.1016/S0008-6215(99)00185-8

Reference yield:

N-(2,2-dimethoxyethyl)-6-hydroxy hexanamide (203861-78-3) → N-(2,2-dimethoxyethyl)-6-[2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide (260360-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / N-iodosuccinimide; AgOTf; MS₄A / toluene; CH₂Cl₂ / 5 - 10 °C

2: NaOMe

3: 72 percent / N-iodosuccinimide; AgOTf; MS₄A / toluene; CH₂Cl₂ / 5 - 10 °C

With N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane; toluene; 1: Condensation / 2: Zemplen deacetylation / 3: Substitution;

DOI:10.1016/S0008-6215(99)00185-8

upstream raw materials:

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

N-(2,2-dimethoxyethyl)-6-[4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)oxy]hexanamide

N-(2,2-dimethoxyethyl)-6-hydroxy hexanamide

N-(2,2-dimethoxyethyl)-6-[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)oxy]-hexanamide

Downstream raw materials:

N-(2,2-dimethoxyethyl)-6-[4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-annopyranosyl)oxy]hexanamide

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