3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside
• CAS No.: 197794-91-5
• Molecular Formula: C₃₄H₄₄F₃N₃O₁₅
• Molecular Weight: 791.73
• Mol file: 197794-91-5.mol

Synonyms:3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Chemical Property of 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

There total 11 articles about 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 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: 53.0%

acetic acid (64-19-7,77671-22-8) + Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(4aR,6R,7R,8R,8aR)-7-acetylamino-2-phenyl-6-[3-(2,2,2-trifluoro-acetylamino)-propoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-5-azido-tetrahydro-pyran-4-yl ester (197794-90-4) → 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-91-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 16 - 48 ℃;

Reference yield: 50.0%

acetic acid (64-19-7,77671-22-8) + 3-trifluoroacetamidopropyl 2-azido-3-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-92-6) → 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-91-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 16 - 48 ℃;

Reference yield:

N-(3-hydroxypropyl)trifluoroacetamide (78008-15-8) → 3-trifluoroacetamidopropyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-91-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 67 percent / SnCl₄, 4 Angstroem sieves / CH₂Cl₂ / 48 h / 37 °C

2: NaOMe / methanol

3: p-toluenesulfonic acid / acetonitrile / 1 h / 50 °C

4: 1.) Ag₂CO₃, silver triflate, 4 Angstroem sieves / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 24 h

5: 50 percent / H₂ / 10percent Pd/C / methanol / 16 - 48 °C

With 4 A molecular sieve; hydrogen; sodium methylate; silver trifluoromethanesulfonate; tin(IV) chloride; toluene-4-sulfonic acid; silver carbonate; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

acetic acid

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{(4aR,6R,7R,8R,8aR)-7-acetylamino-2-phenyl-6-[3-(2,2,2-trifluoro-acetylamino)-propoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-5-azido-tetrahydro-pyran-4-yl ester

3-trifluoroacetamidopropyl 2-azido-3-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride