methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside
• CAS No.: 526199-52-0
• Molecular Formula: C₄₄H₄₇NO₁₂
• Molecular Weight: 781.857

Synonyms:methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside

Chemical Property of methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside

There total 8 articles about methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside 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:

phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (159407-17-7) + methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-α-D-glucopyranoside (526199-44-0) → methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside (526199-52-0) + methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside

Guidance literature:

phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 ℃; for 0.166667h;

methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-α-D-glucopyranoside; In dichloromethane; at -60 ℃; for 1h;

DOI:10.1021/ol0342305

Reference yield:

methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (128657-58-9) → methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside (526199-52-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaHCO₃ / H₂O; acetonitrile / 3 h / 0 °C

1.2: 76 percent / Amberlite IR-120NA / dimethylformamide / 20 °C

2.1: 92 percent / diisopropylethylamine / CH₂Cl₂ / 6 h

3.1: 80 percent / HCl; sodium cyanoborohydride / diethyl ether; tetrahydrofuran / 1.5 h / 0 °C

4.1: 1-benzenesulfinyl piperidine; 2,4,6-tri-tert-butylpyrimidine; molecular sieves 3 Angstroem / trifluoromethanesulfonic anhydride / CH₂Cl₂ / -60 - 20 °C

With hydrogenchloride; 1-benzenesulfinyl piperidine; 3 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; trifluoromethanesulfonic acid anhydride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;

DOI:10.1021/jo0482559

Reference yield:

Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid (99679-74-0) → methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside (526199-52-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 83 percent / KOH / dioxane; 2-methoxy-ethanol / 18 h / 120 °C

2.1: NaHCO₃ / H₂O; acetonitrile / 3 h / 0 °C

2.2: 76 percent / Amberlite IR-120NA / dimethylformamide / 20 °C

3.1: 92 percent / diisopropylethylamine / CH₂Cl₂ / 6 h

4.1: 80 percent / HCl; sodium cyanoborohydride / diethyl ether; tetrahydrofuran / 1.5 h / 0 °C

5.1: 1-benzenesulfinyl piperidine; 2,4,6-tri-tert-butylpyrimidine; molecular sieves 3 Angstroem / trifluoromethanesulfonic anhydride / CH₂Cl₂ / -60 - 20 °C

With hydrogenchloride; potassium hydroxide; 1-benzenesulfinyl piperidine; 3 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; trifluoromethanesulfonic acid anhydride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; 2-methoxy-ethanol; water; acetonitrile;

DOI:10.1021/jo0482559

upstream raw materials:

phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

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

methyl 2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-β-D-glucopyranoside

methyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-β-D-glucopyranoside

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 526199-52-0 methyl 2-acetamido-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-[2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl]-(1->4)-α-D-glucopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send