p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside

Base Information

• Chemical Name: p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside
• CAS No.: 914293-24-6
• Molecular Formula: C₁₆H₁₉NO₄S
• Molecular Weight: 321.397
• Mol file: 914293-24-6.mol

Synonyms:p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside

Chemical Property of p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside

There total 1 articles about p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside 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: 99.0%

p-tolyl 3-amino-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside + acetic anhydride (108-24-7) → p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside (914293-24-6)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 2h;

DOI:10.1021/jo061167z

Reference yield:

p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside (914293-24-6) + cyclohexanol (108-93-0) → cyclohexyl 3-acetamido-3-N,4-O-carbonyl-2,3,6-trideoxy-α-L-lyxo-hexopyranoside + cyclohexyl 3-acetamido-3-N,4-O-carbonyl-2,3,6-trideoxy-β-L-lyxo-hexopyranoside

Guidance literature:

With 1-benzenesulfinyl piperidine; 2,4,5-tri-tert-butylpyrimidine; 4 A molecular sieve; trifluoromethylsulfonic anhydride; In dichloromethane; at -60 - 20 ℃;

DOI:10.1021/jo061167z

Reference yield:

p-tolyl 3-acetamido-3-N,4-O-carbonyl-1,2,3,6-tetradeoxy-1-thio-α-L-lyxo-hexopyranoside (914293-24-6) → cyclohexyl 3-amino-2,3,6-trideoxy-β-L-lyxo-hexopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 1-benzenesulfinylpiperidine; tri-tert-butylpyrimidine; molecular sieves 4 Angstroem / triflic anhydride / CH₂Cl₂ / -60 - 20 °C

2: 86 percent / barium hydroxide octahydrate / H₂O / 1 h / 125 °C

With barium hydroxide octahydrate; 1-benzenesulfinyl piperidine; 2,4,5-tri-tert-butylpyrimidine; 4 A molecular sieve; trifluoromethylsulfonic anhydride; In dichloromethane; water;

DOI:10.1021/jo061167z

upstream raw materials:

acetic anhydride