3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose

Base Information

• Chemical Name: 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose
• CAS No.: 174905-26-1
• Molecular Formula: C₁₅H₁₇BrO₅
• Molecular Weight: 357.201
• Mol file: 174905-26-1.mol

Synonyms:3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose

Chemical Property of 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose

There total 3 articles about 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose 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%

acetyl hypobromite (4254-22-2) + 1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose (141054-99-1) → 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose (174905-26-1)

Guidance literature:

In tetrachloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-1998-4484

Reference yield:

1,6-anhydro-2,3-dideoxy-β-threo-hex-2-enopyranose (58394-32-4,52630-80-5,52630-81-6) → 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose (174905-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / dimethylformamide / 1.) 10 min, 20 deg C, 30 min

2: 92 percent / CCl₄ / 12 h / 20 °C

With sodium hydride; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-4484

Reference yield:

benzyl bromide (100-39-0) → 3-O-Acetyl-1,6-anhydro-4-O-benzyl-2-bromo-2-deoxy-β-D-galactopyranose (174905-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / dimethylformamide / 1.) 10 min, 20 deg C, 30 min

2: 92 percent / CCl₄ / 12 h / 20 °C

With sodium hydride; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-4484

upstream raw materials:

acetyl hypobromite

1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose

1,6-anhydro-2,3-dideoxy-β-threo-hex-2-enopyranose

benzyl bromide

Downstream raw materials:

1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-galactopyranose

1,6:2,3-di-anhydro-4-O-benzyl-β-D-talopyranose