3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranosyl fluoride

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranosyl fluoride
• CAS No.: 75414-44-7
• Molecular Formula: C₁₂H₁₆F₂O₇
• Molecular Weight: 310.252
• Mol file: 75414-44-7.mol

Synonyms:3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranosyl fluoride

Chemical Property of 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranosyl fluoride

There total 7 articles about 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranosyl fluoride 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:

D-glucal triacetate (2873-29-2) → Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5,6-difluoro-tetrahydro-pyran-3-yl ester (24679-90-1,24679-92-3,28876-43-9,29069-93-0,29209-98-1,35526-13-7,75414-44-7,86786-39-2,90193-17-2,101470-21-7,120444-17-9)

Guidance literature:

With xenon difluoride;

DOI:10.1002/1521-3773(20010618)40:12<2326::AID-ANIE2326>3.0.CO;2-Y

Reference yield:

D-glucal triacetate (2873-29-2) → Acetic acid (2R,3R,4S)-3-acetoxy-2-acetoxymethyl-5-fluoro-6-pentafluoroethyloxy-tetrahydro-pyran-4-yl ester (101402-13-5) + Trifluoro-acetic acid (4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-fluoro-tetrahydro-pyran-2-yl ester (101402-14-6) + Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5,6-difluoro-tetrahydro-pyran-3-yl ester (24679-90-1,24679-92-3,28876-43-9,29069-93-0,29209-98-1,35526-13-7,75414-44-7,86786-39-2,90193-17-2,101470-21-7,120444-17-9) + Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-fluoro-6-trifluoromethoxy-tetrahydro-pyran-3-yl ester (24679-89-8,24679-91-2,28876-42-8,35526-12-6,101470-20-6)

Guidance literature:

With C₁,C₂ perfluoroalkyl hypofluorites; In various solvent(s);

DOI:10.1021/jo00359a018

Reference yield:

sodium 2,2,2-trifluoroacetate (2923-18-4) + D-glucal triacetate (2873-29-2) → Acetic acid (2R,3R,4S)-3-acetoxy-2-acetoxymethyl-5-fluoro-6-pentafluoroethyloxy-tetrahydro-pyran-4-yl ester (101402-13-5) + Trifluoro-acetic acid (4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-fluoro-tetrahydro-pyran-2-yl ester (101402-14-6) + Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5,6-difluoro-tetrahydro-pyran-3-yl ester (24679-90-1,24679-92-3,28876-43-9,29069-93-0,29209-98-1,35526-13-7,75414-44-7,86786-39-2,90193-17-2,101470-21-7,120444-17-9) + Acetic acid (2R,3R,4S)-4-acetoxy-2-acetoxymethyl-5-fluoro-6-trifluoromethoxy-tetrahydro-pyran-3-yl ester (24679-89-8,24679-91-2,28876-42-8,35526-12-6,101470-20-6)

Guidance literature:

With fluorine; Multistep reaction; 1.) CFCl₃, 0 deg C, 2.) CFCl₃;

DOI:10.1021/jo00359a018

upstream raw materials:

sodium 2,2,2-trifluoroacetate

D-glucal triacetate

Downstream raw materials:

2,4-dinitrophenyl-2-fluoro-2-deoxy-β-D-galactopyranoside

2,4-dinitrophenyl-3,4,6-tri-O-acetyl-2-fluoro-2-deoxy-β-D-galactopyranoside