benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 1392435-00-5
• Molecular Formula: C₆₅H₆₅NO₁₅Si
• Molecular Weight: 1128.31
• Mol file: 1392435-00-5.mol

Synonyms:benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Chemical Property of benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

There total 1 articles about benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-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: 91.0%

benzyl 3,5,6-tri-O-benzoyl-2-O-levulinoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (1392434-99-9) → benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (1392435-00-5)

Guidance literature:

With pyridine; hydrazine hydrate; acetic acid; at 0 - 20 ℃; for 0.333333h;

DOI:10.1039/c2ob25741f

Reference yield: 81.0%

benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (1392435-00-5) + O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-trichloroacetimidate (226211-26-3) → benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->2)-3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (1219003-02-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 23h; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1039/c2ob25741f

Reference yield:

p-tolyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (917592-29-1) + benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (1392435-00-5) → benzyl 3,5,6-tri-O-benzyl-2-O-benzoyl-β-D-galactopyranosyl-(1→2)-3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1→4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside + benzyl 3,5,6-tri-O-benzyl-2-O-benzoyl-α-D-galactopyranosyl-(1→2)-3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1→4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Guidance literature:

p-tolyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside; benzyl 3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside; With N-iodo-succinimide; In dichloromethane; acetonitrile; at -20 - 20 ℃; for 0.25h; Inert atmosphere; Molecular sieve;

With trifluorormethanesulfonic acid; In dichloromethane; acetonitrile; at -18 ℃; for 94h; Temperature; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.carres.2019.06.013

upstream raw materials:

benzyl 3,5,6-tri-O-benzoyl-2-O-levulinoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->2)-3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside