methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside
• CAS No.: 80680-58-6
• Molecular Formula: C₂₄H₂₆N₂O₈S
• Molecular Weight: 502.545
• Mol file: 80680-58-6.mol

Synonyms:methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside

Chemical Property of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside

There total 2 articles about methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside 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: 96.0%

1H-imidazole (288-32-4) + methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,65877-21-6,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside (80680-58-6)

Guidance literature:

With sulfuryl dichloride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1016/0040-4020(96)00586-8

Reference yield:

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,65877-21-6,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3) + N,N`-sulfuryldiimidazole (7189-69-7) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside (80680-58-6)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 0 deg C, 30 min, 2.) -40 deg C - 25 deg C, 1 h;

DOI:10.1016/S0040-4039(01)81963-8

Reference yield: 90.0%

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside (80680-58-6) → methyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside (80667-86-3)

Guidance literature:

With sodium azide; tetrabutyl-ammonium chloride; In toluene; 1.) RT, 30 min, 2.) reflux, 6 h;

DOI:10.1016/0040-4020(96)00586-8

upstream raw materials:

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

N,N`-sulfuryldiimidazole

1H-imidazole

Downstream raw materials:

methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-chloro-2-deoxy-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-mannopyranoside

methyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside