allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside
• CAS No.: 697765-23-4
• Molecular Formula: C₅₉H₅₂O₁₈
• Molecular Weight: 1049.05
• Mol file: 697765-23-4.mol

Synonyms:allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property of allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside

There total 6 articles about allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-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: 89.0%

6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (346441-49-4) + allyl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside (697765-19-8,1367797-62-3) → allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (697765-23-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.carres.2004.01.020

Reference yield:

allyl α-D-mannopyranoside (41308-76-3,821794-45-0) → allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (697765-23-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Bu₂SnO / methanol / 3 h / Heating

1.2: Bu₄NI / toluene / 16 h / 80 °C

2.1: 7.18 g / pyridine / 20 °C

3.1: 88 percent / ceric ammonium nitrate / toluene; acetonitrile; H₂O / 2 h / 20 °C

4.1: 89 percent / Me₃SiOTf / CH₂Cl₂ / 1 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; di(n-butyl)tin oxide; In methanol; dichloromethane; water; toluene; acetonitrile;

DOI:10.1016/j.carres.2004.01.020

Reference yield:

1,6-di-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranoside (346441-47-2) → allyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranoside (697765-23-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₃ / methanol; tetrahydrofuran / 0.75 h

2: 1.47 g / DBU / CH₂Cl₂ / 2 h / 20 °C

3: 89 percent / Me₃SiOTf / CH₂Cl₂ / 1 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.carres.2004.01.020

upstream raw materials:

6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

allyl 2,4,6-tri-O-benzoyl-α-D-mannopyranoside

allyl α-D-mannopyranoside

1,6-di-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranoside

Downstream raw materials:

6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate