2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside
• CAS No.: 173987-59-2
• Molecular Formula: C₂₉H₃₂F₃NO₁₀
• Molecular Weight: 611.569
• Mol file: 173987-59-2.mol

Synonyms:2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

Chemical Property of 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside

There total 3 articles about 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside 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: 92.0%

ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-deoxy-1-ethylthio-β-D-glucopyranoside (138624-50-7) + 2-[4-(trifluoroacetylamino)phenyl]ethanol (115166-92-2) → 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside (173987-59-2)

Guidance literature:

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In diethyl ether; at 0 - 20 ℃; for 18h;

DOI:10.1016/0008-6215(95)00269-3

Reference yield:

ethyl 2-O-benzyl-1-thio-β-D-glucopyranoside (173987-57-0) → 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside (173987-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / pyridine / 2 h / Ambient temperature

2: 92 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate, 4 Angstroem molecular sieves / diethyl ether / 18 h / 0 - 20 °C

With pyridine; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In diethyl ether;

DOI:10.1016/0008-6215(95)00269-3

Reference yield:

ethyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside (174172-99-7) → 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside (173987-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / 70percent aq. AcOH / 1 h / 70 °C

2: 93 percent / pyridine / 2 h / Ambient temperature

3: 92 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate, 4 Angstroem molecular sieves / diethyl ether / 18 h / 0 - 20 °C

With pyridine; 4 A molecular sieve; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In diethyl ether;

DOI:10.1016/0008-6215(95)00269-3

upstream raw materials:

ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-deoxy-1-ethylthio-β-D-glucopyranoside

2-[4-(trifluoroacetylamino)phenyl]ethanol

ethyl 2-O-benzyl-1-thio-β-D-glucopyranoside

ethyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside

Downstream raw materials:

2-(4-trifluoroacetamidophenyl)ethyl 2-O-benzyl-α-D-glucopyranoside