2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde

Base Information

• Chemical Name: 2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde
• CAS No.: 103292-14-4
• Molecular Formula: C₂₂H₂₆O₁₂
• Molecular Weight: 482.441
• Mol file: 103292-14-4.mol

Synonyms:2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde

Chemical Property of 2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde

There total 7 articles about 2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde 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: 90.0%

[(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(4-formyl-3-hydroxyphenoxy)oxan-2-yl]methyl acetate (103292-13-3) + methyl iodide (74-88-4) → 2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde (103292-14-4)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Heating;

DOI:10.1016/0008-6215(86)85043-1

Reference yield: 40.0%

4-hydroxy-2-methoxybenzaldehyde (18278-34-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2-methoxy-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde (103292-14-4)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In chloroform; water; at 20 ℃; for 1h;

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide (19186-59-5) → 4-Formyl-3-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (62983-64-6,103292-14-4,103292-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / NaOH / acetone; H₂O / 15 h / Ambient temperature

2: K₂CO₃ / acetone / 21 h / Heating

With sodium hydroxide; potassium carbonate; In water; acetone;

DOI:10.1016/0008-6215(86)85043-1

upstream raw materials:

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

methyl iodide

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

2,4-Dihydroxybenzaldehyde

Downstream raw materials:

4-Formyl-3-methoxyphenyl β-D-galactopyranoside

3-Methoxy-4-(2-nitrovinyl)phenyl β-D-galactopyranoside

3-Methoxy-4-(2-nitrovinyl)phenyl β-D-glucopyranoside