Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid

Base Information

• Chemical Name: Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid
• CAS No.: 109898-79-5
• Molecular Formula: C₄₆H₆₁N₃O₁₉
• Molecular Weight: 959.999

Synonyms:

Chemical Property of Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid

There total 9 articles about Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid 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:

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (55682-57-0) → Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid (109898-79-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) silver silicate, molecular sieves 4 Angstroem / 1.) toluol, 3 h, r.t., 2.) toluol

2: 100 percent / trifluoroacetic acid / 4 h / Ambient temperature

3: 74 percent / oxolane, piperidine / 4.5 h / Ambient temperature

4: 79 percent / bromo-N,N-dimethylformamidiniumbromide, molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / Ambient temperature

5: 1.) Ag₂CO₃, molecular sieves 4 Angstroem, 2.) AgClO₄ / 1.) dichloromethane, r.t., 2 h, 2.) dichloromethane, r.t., 23 h

6: H₂S / pyridine; H₂O / 16 h / Ambient temperature

7: pyridine / 6 h / 0 °C

With tetrahydrofuran; piperidine; pyridine; silver silicate; bromo-N,N-dimethylformamidiniumbromide; 4 A molecular sieve; hydrogen sulfide; silver perchlorate; silver carbonate; trifluoroacetic acid; In pyridine; dichloromethane; water; acetonitrile;

DOI:10.1016/0008-6215(86)80006-4

Reference yield:

Methyl-(3,4-di-O-acetyl-2-azido-1,2-didesoxy-α-D-mannopyranosylbromid)uronat (95451-98-2) → Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid (109898-79-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) silver silicate, molecular sieves 4 Angstroem / 1.) toluol, 3 h, r.t., 2.) toluol

2: 100 percent / trifluoroacetic acid / 4 h / Ambient temperature

3: 74 percent / oxolane, piperidine / 4.5 h / Ambient temperature

4: 79 percent / bromo-N,N-dimethylformamidiniumbromide, molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / Ambient temperature

5: 1.) Ag₂CO₃, molecular sieves 4 Angstroem, 2.) AgClO₄ / 1.) dichloromethane, r.t., 2 h, 2.) dichloromethane, r.t., 23 h

6: H₂S / pyridine; H₂O / 16 h / Ambient temperature

7: pyridine / 6 h / 0 °C

With tetrahydrofuran; piperidine; pyridine; silver silicate; bromo-N,N-dimethylformamidiniumbromide; 4 A molecular sieve; hydrogen sulfide; silver perchlorate; silver carbonate; trifluoroacetic acid; In pyridine; dichloromethane; water; acetonitrile;

DOI:10.1016/0008-6215(86)80006-4

Reference yield:

1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O--β-D-glucopyranose → Methyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid (109898-79-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / trifluoroacetic acid / 4 h / Ambient temperature

2: 74 percent / oxolane, piperidine / 4.5 h / Ambient temperature

3: 79 percent / bromo-N,N-dimethylformamidiniumbromide, molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / Ambient temperature

4: 1.) Ag₂CO₃, molecular sieves 4 Angstroem, 2.) AgClO₄ / 1.) dichloromethane, r.t., 2 h, 2.) dichloromethane, r.t., 23 h

5: H₂S / pyridine; H₂O / 16 h / Ambient temperature

6: pyridine / 6 h / 0 °C

With tetrahydrofuran; piperidine; pyridine; bromo-N,N-dimethylformamidiniumbromide; 4 A molecular sieve; hydrogen sulfide; silver perchlorate; silver carbonate; trifluoroacetic acid; In pyridine; dichloromethane; water; acetonitrile;

DOI:10.1016/0008-6215(86)80006-4

upstream raw materials:

acetic anhydride

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Methyl-(3,4-di-O-acetyl-2-azido-1,2-didesoxy-α-D-mannopyranosylbromid)uronat

Methyl-O--(1->4)-O-(6-O-acetyl-2-azido-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid

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