1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose

Base Information

• Chemical Name: 1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose
• CAS No.: 188783-78-0
• Molecular Formula: C12H17FO7
• Molecular Weight: 292.26
• Hs Code.: 2932990090
• Mol file: 188783-78-0.mol

Synonyms:1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose;2,6-Dideoxy-2-fluoro-L-galactopyranose triacetate

Chemical Property of 1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose

Chemical Property:

• PSA: 88.13000
• LogP: 0.49580
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose

There total 7 articles about 1,3,4-Tri-O-acetyl-2-deoxy-2-fluoro-L-fucose 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: 72.0%

→ (3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate (188783-78-0)

Guidance literature:

Reference yield:

acetic anhydride (108-24-7) + 3,4-di-O-acetyl-2-deoxy-2-fluoro-α-L-fucopyranosyl fluoride (74554-10-2) → (3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate (188783-78-0)

Guidance literature:

3,4-di-O-acetyl-2-deoxy-2-fluoro-α-L-fucopyranosyl fluoride; With hydrogenchloride; In water; at 90 ℃; for 1h;

acetic anhydride; With pyridine; dmap; In water;

Reference yield:

acetic acid (64-19-7,77671-22-8) + 3,4-di-O-acetyl-L-fucal (54621-94-2) → (3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate (188783-78-0)

Guidance literature:

With Selectfluor; In acetonitrile; at 70 ℃;

DOI:10.1021/jacs.7b07906

upstream raw materials:

3,4-di-O-acetyl-L-fucal

6-deoxy-L-galactose

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

2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

Downstream raw materials:

(3,4-Di-O-acetyl-2-deoxy-2-fluoro-β-L-fucopyranosyl) dibenzyl phosphate

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