1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-ALPHA-D-GLUCOPYRANOSE

Base Information

• Chemical Name: 1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-ALPHA-D-GLUCOPYRANOSE
• CAS No.: 33557-28-7
• Molecular Formula: C₁₄H₁₉FO₉
• Molecular Weight: 350.298
• Mol file: 33557-28-7.mol

Synonyms:1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-ALPHA-D-GLUCOPYRANOSE;1,2,3,4-Tetra-O-acetyl-6-deoxy-6-fluoro-α-D-glucopyranose;1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-A-D-GLUCOPYRANOSE;(2R,3R,4S,5S,6S)-6-(Fluoromethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate;6-Deoxy-6-fluoro-1,2,3,4-tetra-O-acetyl-alpha-D-glucopyranose

Chemical Property of 1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-ALPHA-D-GLUCOPYRANOSE

Chemical Property:

• Vapor Pressure: 3.2E-06mmHg at 25°C
• Melting Point: 122-125 °C
• Boiling Point: 387.8°C at 760 mmHg
• Flash Point: 181.9°C
• PSA: 114.43000
• Density: 1.3g/cm³
• LogP: 0.03900

Purity/Quality:

97% ^*data from raw suppliers

1,2,3,4-Tetra-O-acetyl-6-deoxy-6-fluoro-alpha-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-ALPHA-D-GLUCOPYRANOSE

There total 5 articles about 1,2,3,4-TETRA-O-ACETYL-6-DEOXY-6-FLUORO-ALPHA-D-GLUCOPYRANOSE 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: 68.0%

1,2,3,4-tetra-O-acetyl-α-D-glucopyranoside (13100-46-4,18977-22-5,27539-65-7,28154-37-2,51008-88-9,51897-82-6,57128-41-3,61474-17-7,65620-65-7,70613-80-8,73366-80-0,78148-86-4,80184-00-5,104195-07-5) → 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-α-D-glucopyranose (33557-28-7,674782-58-2)

Guidance literature:

With potassium fluoride; N,N-diethyl-α,α-difluoro-(meta-methylbenzyl)amine; In 1,4-dioxane; at 100 ℃; for 6h;

DOI:10.1016/j.tetlet.2003.11.121 DOI:10.1016/j.tet.2004.05.089

Reference yield:

acetic anhydride (108-24-7) + methyl 6-deoxy-6-fluoro-α-D-glucopyranoside (4577-39-3) → 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-α-D-glucopyranose (33557-28-7,674782-58-2)

Guidance literature:

With sodium acetate; at 110 ℃; for 5h;

DOI:10.1016/j.bmc.2009.05.024

Reference yield:

6-fluoro-6-deoxyglucosse (4536-08-7) → 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-α-D-glucopyranose (33557-28-7,674782-58-2)

Guidance literature:

With pyridine; Erwaermen des Reaktionsprodukts mit Acetanhydrid und Zinkchlorid;

DOI:10.1016/S0008-6215(00)80310-9

upstream raw materials:

6-fluoro-6-deoxyglucosse

acetic anhydride

1,2,3,4-tetra-O-acetyl-α-D-glucopyranoside

methyl 6-deoxy-6-fluoro-α-D-glucopyranoside