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

Base Information

• Chemical Name: 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• CAS No.: 115196-89-9
• Molecular Formula: C₅₁H₆₇N₉O₁₃
• Molecular Weight: 1014.15

Synonyms:

Chemical Property of 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

There total 7 articles about 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-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: 80.0%

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) + 9-((2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester → 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (115196-89-9)

Guidance literature:

With methyl trifluoromethanesulfonate; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1039/c39870001648

Reference yield:

ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (115234-11-2) → 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (115196-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol / 4 h / Ambient temperature

2: 75 percent / AgOCF₃SO₂ / CH₂Cl₂ / 1 h / -30 °C

3: 80 percent / MeOCF₃SO₂ / CH₂Cl₂ / 12 h / Ambient temperature

With sodium methylate; silver trifluoromethanesulfonate; methyl trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1039/c39870001648

Reference yield:

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (115216-48-3) → 8-methoxycarbonyloctyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (115196-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / AgOCF₃SO₂ / CH₂Cl₂ / 1 h / -30 °C

2: 80 percent / MeOCF₃SO₂ / CH₂Cl₂ / 12 h / Ambient temperature

With silver trifluoromethanesulfonate; methyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1039/c39870001648

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

8-methoxycarbonyloctyl-2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranose

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

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

Downstream raw materials:

8-methoxycarbonyloctanyl O-(3-O-benzyl-4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-O-(3-O-benzyl-4,6-dideoxy-4-formamido-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-dideoxy-4-formamido-α-D-mannopyranoside

8-methoxycarbonyloctyl O-(4-amino-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-amino-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-amino-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

8-methoxycarbonyloctyl O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(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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