benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside
• CAS No.: 76819-17-5
• Molecular Formula: C₃₄H₄₀O₁₅
• Molecular Weight: 688.683
• Mol file: 76819-17-5.mol

Synonyms:benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Chemical Property of benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

There total 1 articles about benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-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:

benzyl 4,6-O-benzylidene-α-D-glucopyranoside (186697-04-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2,3,4,5-tetra-O-acetyl-D-glucopyranose (3947-62-4,6207-76-7,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,10343-06-3) + benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside (76819-17-5)

Guidance literature:

With calcium sulfate; iodine; silver carbonate; Yield given. Multistep reaction; 1.) dichlormethane, room temp., 2 h; 2.) room temp. 30 h;

DOI:10.1016/S0008-6215(00)84592-9

Reference yield: 93.0%

benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside (76819-17-5) → benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside (76819-19-7)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0008-6215(00)84592-9

Reference yield: 89.0%

acetic anhydride (108-24-7) + benzyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside (76819-17-5) → benzyl 3-O-acetyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside (76825-02-0)

Guidance literature:

With pyridine;

DOI:10.1016/S0008-6215(00)84592-9

upstream raw materials:

benzyl 4,6-O-benzylidene-α-D-glucopyranoside

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

benzyl 3-O-acetyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranoside

benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside

sophorose

benzyl 2-O-β-D-glucopyranosyl-α-D-glucopyranoside