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

Base Information

• Chemical Name: 1,3,4,6-TETRA-O-ACETYL-2-DEOXY-2-FLUORO-ALPHA-D-GALACTOPYRANOSE
• CAS No.: 83697-45-4
• Molecular Formula: C₁₄H₁₉FO₉
• Molecular Weight: 350.298
• Mol file: 83697-45-4.mol

Synonyms:1,3,4,6-TETRA-O-ACETYL-2-DEOXY-2-FLUORO-ALPHA-D-GALACTOPYRANOSE

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

Chemical Property:

• Melting Point: 125 - 126 °C (diisopropyl ether)
• PSA: 114.43000
• LogP: 0.03900

Purity/Quality:

97% ^*data from raw suppliers

1,3,4,6-TETRA-O-ACETYL-2-DEOXY-2-FLUORO-ALPHA-D-GALACTOPYRANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 82 articles about 1,3,4,6-TETRA-O-ACETYL-2-DEOXY-2-FLUORO-ALPHA-D-GALACTOPYRANOSE 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: 90.0%

acetyl hypofluorite (78948-09-1) + triacetyl-D-galactal (4098-06-0) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-galactopyranose (7226-42-8,7226-44-0,31077-89-1,31077-90-4,31077-91-5,35526-14-8,38711-38-5,108794-43-0,108805-89-6,141395-48-4,141395-49-5,83697-45-4)

Guidance literature:

In various solvent(s); at -78 ℃; for 0.0833333h;

DOI:10.1016/S0008-6215(00)90089-2

Reference yield: 78.0%

acetyl hypofluorite (78948-09-1) + D-glucal triacetate (2873-29-2) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose (7226-42-8,7226-44-0,31077-89-1,31077-90-4,31077-91-5,35526-14-8,83697-45-4,108794-43-0,108805-89-6,141395-48-4,141395-49-5,38711-38-5)

Guidance literature:

In chloroform; trichlorofluoromethane; acetic acid; at -78 ℃; for 0.0833333h;

DOI:10.1016/0008-6215(83)88457-2

Reference yield: 58.0%

acetic anhydride (108-24-7) + D-glucal triacetate (2873-29-2) → 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside (141395-48-4) + 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranoside (7226-42-8,7226-44-0,31077-89-1,31077-91-5,35526-14-8,38711-38-5,83697-45-4,108794-43-0,108805-89-6,141395-48-4,141395-49-5,31077-90-4)

Guidance literature:

D-glucal triacetate; With Selectfluor; In water; N,N-dimethyl-formamide; at 20 ℃; for 12h;

acetic anhydride; With pyridine; dmap; In water; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.carres.2017.10.014

upstream raw materials:

β-tetraacetyl-2-deoxy-mannose triflate

acetic anhydride

acetic acid

triacetyl-D-galactal

Downstream raw materials:

2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate

dibenzyl (3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranosyl)phosphate

Phosphoric acid dibenzyl ester (2R,4aR,6R,7R,8S,8aS)-7-fluoro-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Phosphoric acid dibenzyl ester (2R,4aR,6S,7R,8S,8aS)-7-fluoro-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester