phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside
• CAS No.: 667463-07-2
• Molecular Formula: C₄₀H₄₇NO₁₉S
• Molecular Weight: 877.874
• Mol file: 667463-07-2.mol

Synonyms:phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside

There total 9 articles about phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-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: 93.0%

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (667463-06-1) → phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside (667463-07-2)

Guidance literature:

With acetic acid; In water; at 80 ℃; for 1h;

DOI:10.1023/A:1024803900642

Reference yield:

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure (19342-36-0) → phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside (667463-07-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / N-methylimidazole; 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole / CH₂Cl₂ / 26 h / 20 °C

2: acetic acid; Bu₄NF*3H₂O / tetrahydrofuran / 30 h / 20 °C

3: pyridine / 24 h / 20 °C

4: 93 percent / acetic acid / H₂O / 1 h / 80 °C

With pyridine; 1-methyl-1H-imidazole; tetrabutyl ammonium fluoride; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; acetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1023/A:1024803900642

Reference yield:

1-thiophenyl-β-D-galactopyranoside (16758-34-2) → phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-1-thio-β-D-galactopyranoside (667463-07-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / (+/-)-camphor-10-sulfonic acid / 24 h / 20 °C

2: N-methylimidazole; 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole / CH₂Cl₂ / 4 h / 20 °C

3: hydrochloric acid / H₂O; CH₂Cl₂

4: pyridine / 24 h / 20 °C

5: 93 percent / acetic acid / H₂O / 1 h / 80 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; camphor-10-sulfonic acid; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; acetic acid; In dichloromethane; water;

DOI:10.1023/A:1024803900642

upstream raw materials:

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure

1-thiophenyl-β-D-galactopyranoside

benzoyl chloride