4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal

Base Information

• Chemical Name: 4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal
• CAS No.: 110911-36-9
• Molecular Formula: C₃₃H₄₆N₂O₁₅S
• Molecular Weight: 742.799

Synonyms:4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal

Chemical Property of 4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal

Chemical Property:

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Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal

There total 1 articles about 4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl 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:

6-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal (77667-93-7) + N,N`-sulfuryldiimidazole (7189-69-7) → 4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal (110911-36-9)

Guidance literature:

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

DOI:10.1016/S0008-6215(00)90130-7

Reference yield: 83.0%

tetrabutylammonium benzoate (18819-89-1) + 4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal (110911-36-9) → 4-O<1-(R,S)-2,5-Anhydro-1,6-di-O-benzoyl-3,4-O-isopropylidene-D-talosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal (110911-37-0,111003-08-8)

Guidance literature:

In toluene; at 80 ℃; for 6h;

DOI:10.1016/S0008-6215(00)90130-7

Reference yield: 48.0%

4-O-<6-O-benzoyl-2-O-(N-imidazolylsulfonyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal (110911-36-9) → 4-O-<1-(R et S)-2,5-anhydro-1-azido-6-O-benzoyl-3,4-O-isopropylidene-D-talosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal

Guidance literature:

With tetrabutylammoniun azide; In toluene; at 80 ℃; for 6h;

DOI:10.1016/S0008-6215(00)90130-7

upstream raw materials:

6-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3;4,6-di-O-isopropylidene-D-glucose dimethyl acetal

N,N`-sulfuryldiimidazole

Downstream raw materials:

4-O<1-(R,S)-2,5-Anhydro-1,6-di-O-benzoyl-3,4-O-isopropylidene-D-talosyl>-2,3:5,6-di-O-isopropylidene-D-glucose dimethyl acetal

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