4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside
• CAS No.: 1607433-73-7
• Molecular Formula: C₁₉H₂₄O₉
• Molecular Weight: 396.394
• Mol file: 1607433-73-7.mol

Synonyms:4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside

Chemical Property of 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside

There total 3 articles about 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside 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: 78.0%

1,2,3,4-tetra-O-acetyl-L-fucopyranose (7404-35-5,17081-04-8,20853-37-6,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,24332-95-4) + 4-methoxy-phenol (150-76-5) → 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside (1607433-73-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jo500503r

Reference yield:

acetic anhydride (108-24-7) + 1,2,3,4-tetra-O-acetyl-L-fucopyranose (7404-35-5,17081-04-8,20853-37-6,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,24332-95-4) + 4-methoxy-phenol (150-76-5) → 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside (1607433-73-7) + 4-methoxyphenyl 2,3,4-tri-O-acetyl-β-L-fucopyranoside

Guidance literature:

1,2,3,4-tetra-O-acetyl-L-fucopyranose; 4-methoxy-phenol; With methanesulfonic acid; In neat (no solvent); at 90 ℃; for 1.5h;

acetic anhydride; With pyridine; at 20 ℃; for 2h; Overall yield = 60 percent;

DOI:10.1002/ejoc.202101121

Reference yield:

6-deoxy-L-galactose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) → 4-methoxyphenyl 2,3,4-tri-O-acetyl-phenyl-α-L-fucopyranoside (1607433-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; pyridine / 12 h / 0 - 20 °C

2: boron trifluoride diethyl etherate / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1021/jo500503r

upstream raw materials:

1,2,3,4-tetra-O-acetyl-L-fucopyranose

4-methoxy-phenol

6-deoxy-L-galactose

acetic anhydride

Downstream raw materials:

C₂₃H₂₈O₆

C₂₀H₂₄O₆

4-methoxyphenyl 4-O-acetyl-2-O-benzyl-α-L-fucopyranoside

4-methoxyphenyl (2,3,4-tri-O-benzyl-α-D-rhamnopyranosyl)-(1→3)-4-O-acetyl-2-O-benzyl-α-L-fucopyranoside