allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS No.: 709668-22-4
• Molecular Formula: C₄₇H₅₃NO₁₂
• Molecular Weight: 823.937
• Mol file: 709668-22-4.mol

Synonyms:allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property of allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 2 articles about allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-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: 27.0%

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl bromide (61236-82-6) + prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (74984-84-2) → allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (709668-22-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1016/j.carres.2004.01.014

Reference yield:

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl acetate (78185-13-4) → allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (709668-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.93 g / TiBr₄ / ethyl acetate; CH₂Cl₂ / 2 h / 20 °C

2: 27 percent / AgOTf; 2,4,6-collidine / dimethylformamide; CH₂Cl₂ / 20 h / 20 °C

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; titanium(IV) bromide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2004.01.014

Reference yield: 85.0%

allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (709668-22-4) → allyl 2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (709668-23-5)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.carres.2004.01.014

upstream raw materials:

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl bromide

prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl acetate

Downstream raw materials:

allyl 2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside