3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: 3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside
• CAS No.: 197794-89-1
• Molecular Formula: C₁₈H₂₁F₃N₄O₆
• Molecular Weight: 446.383
• Mol file: 197794-89-1.mol

Synonyms:3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Chemical Property of 3-trifluoroacetamidopropyl 2-azido-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-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

There total 4 articles about 3-trifluoroacetamidopropyl 2-azido-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:

N-(3-hydroxypropyl)trifluoroacetamide (78008-15-8) → 3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-89-1)

Guidance literature:

Multi-step reaction with 3 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

With 4 A molecular sieve; sodium methylate; tin(IV) chloride; toluene-4-sulfonic acid; In methanol; dichloromethane; acetonitrile;

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + N-[3-((2R,3R,4R,5R,6R)-3-Azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-2,2,2-trifluoro-acetamide → 3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-89-1)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 50 ℃; for 1h;

Reference yield:

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose (84278-00-2) → 3-trifluoroacetamidopropyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (197794-89-1)

Guidance literature:

Multi-step reaction with 3 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

With 4 A molecular sieve; sodium methylate; tin(IV) chloride; toluene-4-sulfonic acid; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

benzaldehyde dimethyl acetal

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

N-(3-hydroxypropyl)trifluoroacetamide

3-trifluoroacetamidopropyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Downstream raw materials:

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-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

Fucα1-2Galβ1-3GalNAcβ-OCH₂CH₂CH₂NH₂