2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal

Base Information

• Chemical Name: 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal
• CAS No.: 228398-95-6
• Molecular Formula: C₂₃H₂₆O₉S
• Molecular Weight: 478.52
• Mol file: 228398-95-6.mol

Synonyms:2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal

Chemical Property of 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal

There total 2 articles about 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal 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: 83.0%

Potassium benzoate (582-25-2) + 2,5-anhydro-4-O-benzyl-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal (228398-97-8) → 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal (228398-95-6)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 48h;

DOI:10.1016/S0040-4039(00)00894-7

Reference yield:

2,5-anhydro-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal (157506-35-9) → 2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal (228398-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Ag₂O / diethyl ether / 22 h / Heating

2: 83 percent / dimethylformamide / 48 h / 100 °C

With silver(l) oxide; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)01126-7

Reference yield: 77.0%

2,5-anhydro-6-O-benzoyl-4-O-benzyl-3-O-methanesulfonyl-D-glucose ethylene acetal (228398-95-6) → 2,5-anhydro-3-azido-6-O-benzoyl-4-O-benzyl-3-deoxy-D-allose ethylene acetal (228399-09-5)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 120 ℃; for 47h;

DOI:10.1016/S0040-4039(00)00894-7

upstream raw materials:

Potassium benzoate

2,5-anhydro-4-O-benzyl-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal

2,5-anhydro-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal

Downstream raw materials:

2,5-anhydro-3-azido-6-O-benzoyl-4-O-benzyl-3-deoxy-D-allose ethylene acetal

2,5-anhydro-3-benzamido-4,6-di-O-benzoyl-3-deoxy-D-allose ethylene acetal

methyl Z-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate