benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside
• CAS No.: 869715-02-6
• Molecular Formula: C₂₄H₂₆O₈
• Molecular Weight: 442.466
• Mol file: 869715-02-6.mol

Synonyms:benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property of benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

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-β-D-galactopyranoside

There total 4 articles about benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-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: 8.9%

N-Acetylimidazole (2466-76-4) + benzyl-2,3-dihydroxy- 4,6-O-benzylidene-β-D-galactopyranoside (110850-30-1) → benzyl 2-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside (20853-38-7,83906-14-3) + benzyl 3-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside (20853-39-8,68922-32-7,83906-15-4) + benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside (869715-02-6)

Guidance literature:

In chloroform; for 18h; Heating;

DOI:10.1016/S0008-6215(00)80773-9

Reference yield:

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (10343-13-2,30657-70-6,31281-76-2,53729-76-3,142696-63-7,83113-54-6) → benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside (869715-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 2 h

1.2: p-TsOH / acetonitrile / 0.83 h

2.1: 0.50 g / pyridine / 18 h

With pyridine; sodium methylate; In methanol;

DOI:10.1016/j.carres.2005.08.001

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → benzyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside (869715-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 2 h

1.2: p-TsOH / acetonitrile / 0.83 h

2.1: 0.50 g / pyridine / 18 h

With pyridine; sodium methylate; In methanol;

DOI:10.1016/j.carres.2005.08.001

upstream raw materials:

N-Acetylimidazole

benzyl-2,3-dihydroxy- 4,6-O-benzylidene-β-D-galactopyranoside

acetic anhydride

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Downstream raw materials:

benzyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

benzyl (3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-galactopyranoside

benzyl 2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside