O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Base Information

• Chemical Name: O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside
• CAS No.: 128716-25-6
• Molecular Formula: C₄₉H₅₃NO₂₂
• Molecular Weight: 1007.95
• Mol file: 128716-25-6.mol

Synonyms:O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Chemical Property of O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

There total 4 articles about O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-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%

acetic anhydride (108-24-7) + (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzoyloxy-2-benzoyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (128716-24-5) → (2S,4S,5R,6R)-4-Acetoxy-2-((2S,3R,4S,5S,6R)-2-acetoxy-3,5-bis-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-4-yloxy)-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (128716-25-6)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene;

DOI:10.1016/0008-6215(89)85136-5

Reference yield: 92.5%

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside (128716-24-5) + acetic anhydride (108-24-7) → O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside (128716-25-6)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(90)84197-3

Reference yield:

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-6-O-benzoyl-β-D-galactopyranoside (121377-30-8) → O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranoside (128716-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.3 percent / pyridine / CH₂Cl₂ / 15 °C

2: 92.5 percent / BF₃*Et₂O / toluene / 2 h / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; toluene;

DOI:10.1016/0008-6215(90)84197-3

upstream raw materials:

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside

acetic anhydride

2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-6-O-benzoyl-β-D-galactopyranoside

benzoyl chloride

Downstream raw materials:

methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside