Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Base Information

• Chemical Name: Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside
• CAS No.: 126990-53-2
• Molecular Formula: C₇₆H₇₄O₁₈
• Molecular Weight: 1275.41
• Mol file: 126990-53-2.mol

Synonyms:Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property of Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

There total 4 articles about Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 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: 92.0%

Allyl O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (126990-52-1,128241-16-7) + 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide (4348-68-9) → Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (126990-53-2)

Guidance literature:

With molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 2h;

DOI:10.1016/0008-6215(90)84272-V

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride (65827-59-0) → Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (126990-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / silver triflate, molecular sieve / CH₂Cl₂ / 2 h / -40 °C

2: 82 percent / 0.1M sodium methoxide / methanol / Ambient temperature

3: 92 percent / silver triflate, molecular sieve / CH₂Cl₂ / 2 h / -40 °C

With molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1016/0008-6215(90)84272-V

Reference yield:

allyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside (128241-14-5) → Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (126990-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / silver triflate, molecular sieve / CH₂Cl₂ / 2 h / -40 °C

2: 82 percent / 0.1M sodium methoxide / methanol / Ambient temperature

3: 92 percent / silver triflate, molecular sieve / CH₂Cl₂ / 2 h / -40 °C

With molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1016/0008-6215(90)84272-V

upstream raw materials:

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

2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

allyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside

Downstream raw materials:

Allyl O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3-O-benzyl-α-D-glucopyranoside