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

Base Information

• Chemical Name: benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside
• CAS No.: 76819-19-7
• Molecular Formula: C₂₆H₃₂O₁₁
• Molecular Weight: 520.533
• Mol file: 76819-19-7.mol

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

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

There total 2 articles about benzyl 4,6-O-benzylidene-2-O-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: 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:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside (76819-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) silver carbonate, Drierite; 2.) iodine / 1.) dichlormethane, room temp., 2 h; 2.) room temp. 30 h

2: 93 percent / 0.5 M sodium methoxide / methanol / 1 h / Ambient temperature

With calcium sulfate; iodine; sodium methylate; silver carbonate; In methanol;

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

Reference yield: 92.0%

benzyl 4,6-O-benzylidene-2-O-β-D-glucopyranosyl-α-D-glucopyranoside (76819-19-7) → benzyl 2-O-β-D-glucopyranosyl-α-D-glucopyranoside (76819-20-0)

Guidance literature:

With water; In acetic acid; at 100 ℃; for 0.25h;

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

upstream raw materials:

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

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

Downstream raw materials:

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

sophorose