4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride

Base Information

• Chemical Name: 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride
• CAS No.: 854911-48-1
• Molecular Formula: C₃₀H₂₈FNO₇
• Molecular Weight: 533.553
• Mol file: 854911-48-1.mol

Synonyms:4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride

Chemical Property of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride

There total 6 articles about 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride 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: 69.0%

ethyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (190247-77-9) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride (854911-48-1) + 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-galactopyranosyl fluoride

Guidance literature:

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; In dichloromethane; at -35 ℃; for 6h;

DOI:10.1135/cccc20041914

Reference yield: 65.0%

phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside (865096-52-2) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride (854911-48-1)

Guidance literature:

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; In dichloromethane; at -15 - 0 ℃; for 5.5h;

DOI:10.1016/j.carres.2005.06.010

Reference yield:

phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside (865096-51-1) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl fluoride (854911-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 18-crown-6 / dimethylformamide / 14 h / 140 °C

2: 65 percent / N-bromosuccinimide; diethylaminosulfur trifluoride / CH₂Cl₂ / 5.5 h / -15 - 0 °C

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; 18-crown-6 ether; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2005.06.010

upstream raw materials:

ethyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

phenyl 3,6-di-O-benzyl-2-deoxy-4-O-methanesulfonyl-2-phthalimido-1-thio-β-D-glucopyranoside

phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Downstream raw materials:

phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

phenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside