ACETOBROMOFUCOSE

Base Information

• Chemical Name: ACETOBROMOFUCOSE
• CAS No.: 16741-27-8
• Molecular Formula: C12H17BrO7
• Molecular Weight: 353.167
• Hs Code.: 2938909090
• Mol file: 16741-27-8.mol

Synonyms:2,3,4-TRI-O-ACETYL-A-L-FUCOPYRANOSYL BROMIDE;2,3,4-Tri-O-acetyl-α-L-fucopyranosyl Bromide;

Chemical Property of ACETOBROMOFUCOSE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 346.078°C at 760 mmHg
• Flash Point: 163.102°C
• PSA: 88.13000
• Density: 1.469g/cm³
• LogP: 0.92120
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

97% ^*data from raw suppliers

2,3,4-Tri-O-acetyl-a-L-fucopyranosyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Acetobromofucose is an intermediate used in the synthesis of 2,6-Dideoxy-2-fluoro-L-galactopyranose 1,3,4-Triacetate (D440910), which is a reactant in the preparation of β-purine-diphosphate sugars (GDP-fucose-analogs)

Technology Process of ACETOBROMOFUCOSE

There total 23 articles about ACETOBROMOFUCOSE 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: 100.0%

L-fucose tetraacetate (64913-16-2) → 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide (16741-27-8)

Guidance literature:

With hydrogen bromide; acetic acid; for 5h; Ambient temperature;

DOI:10.1021/jm970734v

Reference yield: 100.0%

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) → 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide (16741-27-8)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/ejoc.200400239

Reference yield: 100.0%

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) + acetic anhydride (108-24-7) → 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide (16741-27-8)

Guidance literature:

6-deoxy-L-galactose; acetic anhydride; With pyridine;

With hydrogen bromide; acetic acid; Further stages.;

DOI:10.1021/ja016227r

upstream raw materials:

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

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

L-fucose tetraacetate

L-fucose tetraacetate

Downstream raw materials:

(4R)-4r-diethoxymethyl-5t-[(S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tri-O-acetyl-α-L-6-deoxy-galactopyranosyloxy)-methyl]-oxazolidin-2-one

3-(Benzyloxycarbonyl)propyl 2,3,4-tri-O-acetyl-β-L-fucopyranoside

dibenzylphosphoryl 2,3,4-tri-O-acetyl-L-fucoside

3-O-<2,3-di-O-benzyl-4-O-(α-L-fucopyranosyl)-α-L-fucopyranosyl>-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose