1,2,3,4-TETRA-O-ACETYL-A-L-FUCOPYRANOSE

Base Information

• Chemical Name: 1,2,3,4-TETRA-O-ACETYL-A-L-FUCOPYRANOSE
• CAS No.: 64913-16-2
• Molecular Formula: C14H20 O9
• Molecular Weight: 332.307
• Hs Code.: 29400090
• Mol file: 64913-16-2.mol

Synonyms:a-L-Galactopyranose, 6-deoxy-,tetraacetate (9CI); 1,2,3,4-Tetra-O-acetyl-a-L-fucopyranose; a-L-Fucopyranose tetraacetate

Chemical Property of 1,2,3,4-TETRA-O-ACETYL-A-L-FUCOPYRANOSE

Chemical Property:

• Melting Point: 94 °C
• Refractive Index: -120 ° (C=1, CHCl3)
• PSA: 114.43000
• LogP: 0.08940
• Storage Temp.: Freezer
• Solubility.: Acetone (Sparingly), Chloroform (Slightly), Dichloromethane (Sparingly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-Tetra-O-acetyl-a-L-fucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,2,3,4-Tetra-O-acetyl-α-L-fucopyranose_x000D_Discontinued. See T279255 (cas# 64913-16-2) is a compound useful in organic synthesis.

Technology Process of 1,2,3,4-TETRA-O-ACETYL-A-L-FUCOPYRANOSE

There total 4 articles about 1,2,3,4-TETRA-O-ACETYL-A-L-FUCOPYRANOSE 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:

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

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

phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

2,3,4-tri-O-acetyl-6-deoxy-α-L-mannopyranosyl azide

Refernces

• 1、 Delay,Cizeau,Delmotte. "Synthesis of aryl glycosides as vir gene inducers of Agrobacterium tumefaciens". . p. 179 - 188. Retrieved 2007/10/02.