methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside
• CAS No.: 1363497-58-8
• Molecular Formula: C₅₄H₆₉N₃O₂₀
• Molecular Weight: 1080.15

Synonyms:

Chemical Property of methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside

There total 13 articles about methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside 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:

p-tolyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-galactopyranoside (1242060-81-6) → methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside (1363497-58-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 70 °C

2.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

2.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

4.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

4.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

5.1: water; sodium hydroxide / 1,4-dioxane / 2 h / 40 °C

6.1: pyridine; dmap / 2 h / 0 - 20 °C

With pyridine; 1H-imidazole; dmap; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; tetrabutyl ammonium fluoride; water; sodium hydroxide; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201102615

Reference yield:

para-tolyl 2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-galactopyranoside (1363497-23-7) → methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside (1363497-58-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

1.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

3.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

3.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

4.1: water; sodium hydroxide / 1,4-dioxane / 2 h / 40 °C

5.1: pyridine; dmap / 2 h / 0 - 20 °C

With pyridine; dmap; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; tetrabutyl ammonium fluoride; water; sodium hydroxide; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1002/chem.201102615

Reference yield:

methyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside (1363497-36-2) → methyl (2-acetamido-3,4-di-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-α-D-galactopyranoside (1363497-58-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

1.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

3.1: trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.08 h / -72 °C / Molecular sieve; Inert atmosphere

3.2: 2 h / -72 - 20 °C / Molecular sieve; Inert atmosphere

4.1: water; sodium hydroxide / 1,4-dioxane / 2 h / 40 °C

5.1: pyridine; dmap / 2 h / 0 - 20 °C

With pyridine; dmap; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; tetrabutyl ammonium fluoride; water; sodium hydroxide; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1002/chem.201102615

upstream raw materials:

p-tolyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-galactopyranoside

methyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

methyl (2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

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