Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid

Base Information

• Chemical Name: Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid
• CAS No.: 146597-69-5
• Molecular Formula: C₄₈H₇₁NO₂₀
• Molecular Weight: 982.086
• Mol file: 146597-69-5.mol

Synonyms:Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid

Chemical Property of Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid

There total 9 articles about Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid 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: 69.0%

Octyl-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid (139493-87-1) + O-<(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)>-trichloracetimidat (146597-48-0) → Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid (146597-69-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)60178-8

Reference yield:

Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid (139493-89-3) → Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid (146597-69-5)

Guidance literature:

Multi-step reaction with 8 steps

1: molecular sieves 3 Angstroem, BF₃*OEt₂ / CH₂Cl₂ / 2 h / -20 deg C to r.t.

2: pyridine / 12 h / Ambient temperature

3: hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 8 h / 760 Torr

4: pyridine / 7 h / Ambient temperature

5: 91 percent / Bu₃SnH, AIBN / dioxane; toluene / 1 h / 90 °C

6: 80 percent acetic acid / 3 h / Ambient temperature

7: pyridine / 7 h

With pyridine; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; acetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene;

Reference yield:

C59H85NO29 → Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid (146597-69-5)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / 12 h / Ambient temperature

2: hydrogen / 10 percent Pd/C / methanol; ethyl acetate / 8 h / 760 Torr

3: pyridine / 7 h / Ambient temperature

4: 91 percent / Bu₃SnH, AIBN / dioxane; toluene / 1 h / 90 °C

5: 80 percent acetic acid / 3 h / Ambient temperature

6: pyridine / 7 h

With pyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; acetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; ethyl acetate; toluene;

upstream raw materials:

Octyl-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid

O-<(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)>-trichloracetimidat

2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl-(1->2)-1,4,6-tri-O-acetyl-3-desoxy-α-D-arabino-hexopyranose

Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid

Downstream raw materials:

Octyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-(4,6-di-O-acetyl-3-desoxy-α-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-β-D-mannopyranosid