benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside
• CAS No.: 93661-25-7
• Molecular Formula: C₅₂H₅₆O₁₂
• Molecular Weight: 873.009
• Mol file: 93661-25-7.mol

Synonyms:benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property of benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

There total 12 articles about benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside 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%

acetic anhydride (108-24-7) + benzyl 4-O-(3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-24-6) → benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-25-7)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(84)85204-0

Reference yield: 90.0%

benzaldehyde dimethyl acetal (1125-88-8) + benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-22-4) → benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-25-7)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(84)85204-0

Reference yield:

Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0) → benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / mercuric cyanide / benzene; nitromethane / 16 h / 45 °C

2: 92 percent / M sodium methoxide / methanol / 5 h / Ambient temperature

3: 90 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 2 h / Ambient temperature

With sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; In methanol; nitromethane; acetonitrile; benzene;

DOI:10.1016/0008-6215(84)85204-0

upstream raw materials:

benzaldehyde dimethyl acetal

benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

acetic anhydride

benzyl 4-O-(3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside