3-DEOXY-3-FLUORO-D-GLUCOSE

Base Information

• Chemical Name: 3-DEOXY-3-FLUORO-D-GLUCOSE
• CAS No.: 14049-03-7
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.149
• Hs Code.: 29329990
• Mol file: 14049-03-7.mol

Synonyms:3-Deoxy-3-fluoro-D-glucose;3-Fluoro-3-deoxy-D-glucose;3-Fluorodeoxyglucose;

Chemical Property of 3-DEOXY-3-FLUORO-D-GLUCOSE

Chemical Property:

• Appearance/Colour: white to light yellow crystal powde
• Vapor Pressure: 2.21E-08mmHg at 25°C
• Melting Point: 115-117 °C(lit.)
• Refractive Index: 1.535
• Boiling Point: 503.2 °C at 760 mmHg
• Flash Point: 258.1 °C
• PSA: 90.15000
• Density: 1.494 g/cm³
• LogP: -2.24420
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL, clear, colorless

Purity/Quality:

98%, ^*data from raw suppliers

3-deoxy-3-fluoro-D-glucose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Deoxy-3-fluoro-D-glucose (cas# 14049-03-7) is a compound useful in organic synthesis.

Technology Process of 3-DEOXY-3-FLUORO-D-GLUCOSE

There total 4 articles about 3-DEOXY-3-FLUORO-D-GLUCOSE 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:

3-deoxy-1,2;5,6-di-O-isopropylidene-3-fluoro-α-D-glucofuranose (14049-05-9) → 3-deoxy-3-fluoro-D-glucose (14049-03-7,99605-33-1)

Guidance literature:

With Dowex 50W X₈, H+; In 1,4-dioxane; water; at 65 ℃; for 18h;

DOI:10.1021/acs.joc.5b00463

Reference yield:

Diacetone D-glucose (2595-05-3) → 3-deoxy-3-fluoro-D-glucose (14049-03-7,99605-33-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 1.5 h / -20 °C

2: cesium fluoride / tert-butyl alcohol / 26 h / 80 °C

3: Dowex 50W X₈, H+ / water; 1,4-dioxane / 18 h / 65 °C

With pyridine; cesium fluoride; In 1,4-dioxane; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/acs.joc.5b00463

Reference yield:

1,2:5,6-di-O-isopropylidene-3-O-trifluoromethanesulfonyl-α-D-allofuranose (55951-90-1) → 3-deoxy-3-fluoro-D-glucose (14049-03-7,99605-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: cesium fluoride / tert-butyl alcohol / 26 h / 80 °C

2: Dowex 50W X₈, H+ / water; 1,4-dioxane / 18 h / 65 °C

With cesium fluoride; In 1,4-dioxane; water; tert-butyl alcohol;

DOI:10.1021/acs.joc.5b00463

upstream raw materials:

Diacetone D-glucose

3-deoxy-1,2;5,6-di-O-isopropylidene-3-fluoro-α-D-glucofuranose

1,2:5,6-di-O-isopropylidene-3-O-trifluoromethanesulfonyl-α-D-allofuranose

Downstream raw materials:

1,2,4,6-tetra-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranose

1,2,4,6-tetra-O-acetyl-3-deoxy-3-fluoro-α-D-glucopyranose

Refernces