Methyl 2-deoxy-2-fluoro-L-arabinofuranoside

Base Information

• Chemical Name: Methyl 2-deoxy-2-fluoro-L-arabinofuranoside
• CAS No.: 442514-57-0
• Molecular Formula: C6H11FO4
• Molecular Weight: 166.149
• Hs Code.: 2940000080
• Mol file: 442514-57-0.mol

Synonyms:Methyl 2-deoxy-2-fluoro-L-arabinofuranoside

Chemical Property of Methyl 2-deoxy-2-fluoro-L-arabinofuranoside

Chemical Property:

• PSA: 58.92000
• LogP: -0.95100

Purity/Quality:

99%+ ^*data from raw suppliers

Methyl 2-deoxy-2-fluoro-L-arabinofuranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-deoxy-2-fluoro-L-arabinofuranoside

There total 10 articles about Methyl 2-deoxy-2-fluoro-L-arabinofuranoside 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%

C20H23FO4 → 1-O-methyl-2-deoxy-2-fluoro-L-arabinofuranoside (442514-57-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; for 1h; Reflux;

Reference yield:

2-deoxy-2-fluoro-L-arabinopyranose → 1-O-methyl-2-deoxy-2-fluoro-L-arabinofuranoside (442514-57-0)

Guidance literature:

With sulfuric acid; In methanol;

Reference yield:

L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → 1-O-methyl-2-deoxy-2-fluoro-L-arabinofuranoside (442514-57-0)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridine / ethanol / 0.25 h / 0 - 4 °C

2: dmap; toluene-4-sulfonic acid / dichloromethane / 14 h / 4 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

4: sodium hydride / tetrahydrofuran; mineral oil / 3 h / 20 °C

5: toluene-4-sulfonic acid / acetonitrile; water / 3 h / 60 °C

6: acetyl chloride / 1 h / Reflux

7: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

9: palladium 10% on activated carbon; hydrogen / 1 h / Reflux

With pyridine; dmap; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; acetyl chloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; mineral oil;

upstream raw materials:

L-arabinose

5-O-tert-butyldiphenylsilyl-α,β-L-arabinofuranose

(3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

1,2-O-isopropylidene-β-L-arabinofuranose

Downstream raw materials:

1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

1-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-L-arabinofuranosyl)thymine