benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• CAS No.: 67398-59-8
• Molecular Formula: C₃₆H₄₂O₁₆
• Molecular Weight: 730.72
• Mol file: 67398-59-8.mol

Synonyms:benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property of benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

There total 3 articles about benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-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: 83.0%

benzyl bromide (100-39-0) + 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α,β-D-glucopyranose → benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (67398-59-8)

Guidance literature:

With silver(l) oxide; In dichloromethane; for 10h;

DOI:10.1016/j.carres.2003.09.004

Reference yield: 65.0%

acetic anhydride (108-24-7) + benzyl-β-lactoside (6992-65-0,18404-72-3,64656-69-5,67310-48-9,67310-51-4,67310-54-7,100678-98-6) → benzyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (67398-59-8,68115-82-2)

Guidance literature:

In pyridine; N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1016/0008-6215(87)80191-X

Reference yield:

1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl)-D-glucose → benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (67398-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / morpholine / CH₂Cl₂ / 20 h / 40 °C

2: 83 percent / Ag₂O / CH₂Cl₂ / 10 h

With morpholine; silver(l) oxide; In dichloromethane;

DOI:10.1016/j.carres.2003.09.004

upstream raw materials:

acetic anhydride

benzyl-β-lactoside

benzyl bromide

Downstream raw materials:

benzyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

benzyl 2,3,6,2',3',6' hexa-O-benzyl-4'-O--β-lactoside

benzyl 2,3,6-tri-O-benzyl-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside