octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 950602-56-9
• Molecular Formula: C₅₅H₆₆O₁₁
• Molecular Weight: 903.122
• Mol file: 950602-56-9.mol

Synonyms:octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 5 articles about octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 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: 94.0%

octyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-64-9) → octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-56-9)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.carres.2007.05.001

Reference yield:

octyl 6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside (950602-63-8) → octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 20 °C

2: 4.03 g / n-Bu₄NF / tetrahydrofuran / 20 °C

3: 89 percent / N-iodosuccinimide; AgOTf / CH₂Cl₂ / 1 h / 0 °C

4: 94 percent / NaOCH₃ / methanol / 1 h / 20 °C

With N-iodo-succinimide; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.05.001

Reference yield:

C51H64O6Si → octyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (950602-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 4.03 g / n-Bu₄NF / tetrahydrofuran / 20 °C

2: 89 percent / N-iodosuccinimide; AgOTf / CH₂Cl₂ / 1 h / 0 °C

3: 94 percent / NaOCH₃ / methanol / 1 h / 20 °C

With N-iodo-succinimide; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.carres.2007.05.001

upstream raw materials:

octyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside

octyl α-D-mannopyranoside

octyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

octyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 3-O-benzyl-4,6-O-benzylidene-2-O-methyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 2,3,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside