8-Methoxycarbonyloctyl-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: 8-Methoxycarbonyloctyl-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.: 109898-83-1
• Molecular Formula: C₆₁H₈₁N₃O₂₁
• Molecular Weight: 1192.32
• Mol file: 109898-83-1.mol

Synonyms:

Chemical Property of 8-Methoxycarbonyloctyl-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 8-Methoxycarbonyloctyl-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 15 articles about 8-Methoxycarbonyloctyl-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) → 8-Methoxycarbonyloctyl-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 (109898-83-1)

Guidance literature:

Multi-step reaction with 11 steps

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

2: 97 percent / 0.1 M NaOMe / methanol / 8 h / Ambient temperature

3: 82 percent / O₂ / Pt (Adam's-katalysator) / H₂O; propan-1-ol / 6 h / 80 °C / NaHCO₃, pH 7.5

4: 62 percent / diethyl ether; methanol / Ambient temperature

5: 86 percent / pyridine / 7 h / 0 °C

6: 100 percent / trifluoroacetic acid / 6.5 h / Ambient temperature

7: 70 percent / oxolane, piperidine / 3 h / Ambient temperature

8: 100 percent / chloro-N,N-dimethylformamidiniumchlororide, molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / Ambient temperature

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

10: H₂S / pyridine; H₂O / 24 h / Ambient temperature

11: pyridine / 6 h / 0 °C

With tetrahydrofuran; piperidine; pyridine; silver silicate; 4 A molecular sieve; hydrogen sulfide; Vilsmeier reagent; oxygen; sodium methylate; silver perchlorate; silver carbonate; trifluoroacetic acid; platinum(IV) oxide; In pyridine; methanol; propan-1-ol; diethyl ether; dichloromethane; water; acetonitrile;

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

Reference yield:

1,6-Anhydro-2-azido-4-O-(2-azido-2-desoxy-β-D-mannopyranosyl)-3-O-benzyl-2-desoxy-β-D-glucopyranose (95451-83-5) → 8-Methoxycarbonyloctyl-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 (109898-83-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / O₂ / Pt (Adam's-katalysator) / H₂O; propan-1-ol / 6 h / 80 °C / NaHCO₃, pH 7.5

2: 62 percent / diethyl ether; methanol / Ambient temperature

3: 86 percent / pyridine / 7 h / 0 °C

4: 100 percent / trifluoroacetic acid / 6.5 h / Ambient temperature

5: 70 percent / oxolane, piperidine / 3 h / Ambient temperature

6: 100 percent / chloro-N,N-dimethylformamidiniumchlororide, molecular sieves 4 Angstroem / CH₂Cl₂; acetonitrile / Ambient temperature

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

8: H₂S / pyridine; H₂O / 24 h / Ambient temperature

9: pyridine / 6 h / 0 °C

With tetrahydrofuran; piperidine; pyridine; 4 A molecular sieve; hydrogen sulfide; Vilsmeier reagent; oxygen; silver perchlorate; silver carbonate; trifluoroacetic acid; platinum(IV) oxide; In pyridine; methanol; propan-1-ol; diethyl ether; dichloromethane; water; acetonitrile;

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

Reference yield:

Acetic acid (2R,3S,4S,5R,6R)-3-azido-5-benzyloxy-6-bromo-2-methyl-tetrahydro-pyran-4-yl ester → 8-Methoxycarbonyloctyl-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 (109898-83-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) molecular sieves 4 Angstroem, 2.) N,N-dimethylformamide / 1.) tetraethylammoniumbromide / 1.) dichloromethane, 4 d, r.t., 2.) dichloromethane, r.t., 8 d

2: 99 percent / natriummethoxyde 1percent in MeOH / methanol / 5.5 h / Ambient temperature

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

4: H₂S / pyridine; H₂O / 24 h / Ambient temperature

5: pyridine / 6 h / 0 °C

With 4 A molecular sieve; hydrogen sulfide; sodium methylate; silver perchlorate; N,N-dimethyl-formamide; silver carbonate; tetraethylammonium bromide; In pyridine; methanol; water;

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

upstream raw materials:

acetic anhydride

phenyldiazomethane

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

8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside