n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside
• CAS No.: 904285-72-9
• Molecular Formula: C₃₀H₃₇N₃O₈
• Molecular Weight: 567.639
• Mol file: 904285-72-9.mol

Synonyms:n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside

Chemical Property of n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside

There total 1 articles about n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-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: 78.0%

p-tolyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-1-thio-β-D-galactopyranoside + octanol (111-87-5) → n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside (904285-72-9)

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 1.25h;

DOI:10.1016/j.carres.2006.03.018

Reference yield: 92.0%

n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside (904285-72-9) → n-octyl 3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside (904285-73-0)

Guidance literature:

With methanol; acetyl chloride; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2006.03.018

Reference yield:

n-octyl 2-O-acetyl-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside (904285-72-9) → n-octyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->2)-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside (904285-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / CH₃OH*AcCl / 24 h / 20 °C

2.1: 1-(phenylsulfinyl)piperidine; 2,4,6-tri-tert-butylpyrimidine; 4 Angstroem molecular sieves / triflic anhydride / CH₂Cl₂ / 0.17 h / -60 °C

2.2: 48 percent / CH₂Cl₂ / 24.7 h / -60 - 20 °C

With methanol; 1-benzenesulfinyl piperidine; 4 A molecular sieve; acetyl chloride; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride; In dichloromethane;

DOI:10.1016/j.carres.2006.03.018

upstream raw materials:

octanol

Downstream raw materials:

n-octyl 3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside

n-octyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1->2)-3-azido-4,6-di-O-benzoyl-3-deoxy-β-D-galactopyranoside