3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide
• CAS No.: 866529-12-6
• Molecular Formula: C₁₉H₁₉BrF₂O₉
• Molecular Weight: 509.255

Synonyms:3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide

Chemical Property of 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide

Chemical Property:

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Technology Process of 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide

There total 3 articles about 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide 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: 89.0%

1,3,4,6-tetra-O-acetyl-2-O-(2,5-difluorobenzoyl)-β-D-galactopyranose (866529-11-5) → 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide (866529-12-6)

Guidance literature:

With hydrogen bromide; acetic anhydride; acetic acid; at 50 ℃; for 6h;

DOI:10.1081/CAR-200067091

Reference yield:

2,5-difluorobenzoyl chloride (35730-09-7) → 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide (866529-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / pyridine; 4-(dimethylamino)pyridine / 18 h

2: 89 percent / hydrogen bromide; acetic anhydride; acetic acid / 6 h / 50 °C

With pyridine; dmap; hydrogen bromide; acetic anhydride; acetic acid;

DOI:10.1081/CAR-200067091

Reference yield:

1,3,4,6-tetra-O-acetyl-β-D-galactopyranose (65370-84-5) → 3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-α-D-galactopyranosyl bromide (866529-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / pyridine; 4-(dimethylamino)pyridine / 18 h

2: 89 percent / hydrogen bromide; acetic anhydride; acetic acid / 6 h / 50 °C

With pyridine; dmap; hydrogen bromide; acetic anhydride; acetic acid;

DOI:10.1081/CAR-200067091

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-O-(2,5-difluorobenzoyl)-β-D-galactopyranose

2,5-difluorobenzoyl chloride

1,3,4,6-tetra-O-acetyl-β-D-galactopyranose

Downstream raw materials:

phenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-β-D-galactopyranosyl)-1-thio-β-D-galactopyranozide

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