Tri-O-acetyl-beta-D-fucopyranosyl acetate

Base Information

• Chemical Name: Tri-O-acetyl-beta-D-fucopyranosyl acetate
• CAS No.: 34371-41-0
• Molecular Formula: C₁₄H₂₀O₉
• Molecular Weight: 332.307
• Mol file: 34371-41-0.mol

Synonyms:6-Deoxy-beta-D-galactopyranose tetraacetate;Tetra-O-acetyl-beta-D-fucopyranose;Tri-O-acetyl-beta-D-fucopyranosyl acetate

Chemical Property of Tri-O-acetyl-beta-D-fucopyranosyl acetate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tri-O-acetyl-beta-D-fucopyranosyl acetate

There total 4 articles about Tri-O-acetyl-beta-D-fucopyranosyl acetate 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: 10.0%

4',5-diacetoxy-7-[hexa-O-acetyl-(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]flavone (6546-65-2) + acetic anhydride (108-24-7) → 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose (7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,30021-94-4) + apigenin 7-O-β-glucoside hexaacetate (60815-39-6)

Guidance literature:

With sulfuric acid; acetic acid; at 0 - 20 ℃; for 72h;

DOI:10.1016/j.tet.2013.12.064

Reference yield:

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone (2478-38-8) + acetic anhydride (108-24-7) + 2,3,4-Tri-O-acetyl-α-L-fucopyranosyl chloride (24332-96-5) → 1-(4-acetoxy-3,5-dimethoxy-phenyl)-ethanone (28294-47-5) + 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) + 3,5-Dimethoxy-4-(2,3,4-tri-O-acetyl-β-L-fucopyranosyloxy)acetophenone (141243-24-5)

Guidance literature:

With pyridine; sodium hydroxide; Yield given. Multistep reaction; 1) acetone, r.t., 2) 90 deg C, 50 min.;

DOI:10.1016/S0008-6215(00)90495-6

Reference yield:

acetic anhydride (108-24-7) + 2,3,4-Tri-O-acetyl-α-L-fucopyranosyl chloride (24332-96-5) + 1-(3-methoxy-4-hydroxyphenyl)ethanone (498-02-2) → 4-acetyl-2-methoxyphenyl acetate (54771-60-7) + 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) + 3-Methoxy-4-(2,3,4-tri-O-acetyl-β-L-fucopyranosyloxy)acetophenone (141243-23-4)

Guidance literature:

With pyridine; sodium hydroxide; Yield given. Multistep reaction; 1) acetone, r.t., 2) 90 deg C, 50 min.;

DOI:10.1016/S0008-6215(00)90495-6

upstream raw materials:

4',5-diacetoxy-7-[hexa-O-acetyl-(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]flavone

acetic anhydride

1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

2,3,4-Tri-O-acetyl-α-L-fucopyranosyl chloride

Downstream raw materials:

p-nitrophenyl 2,3,4-tri-O-acetyl-α-L-fucopyranoside

methyl 2,3,4-tri-O-acetyl-1-thio-α-L-fucopyranoside

methyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside

Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-6-methyl-2-phenylselanyl-tetrahydro-pyran-3-yl ester