phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside
• CAS No.: 548486-12-0
• Molecular Formula: C₂₉H₂₅NO₇Se
• Molecular Weight: 578.48
• Mol file: 548486-12-0.mol

Synonyms:phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside

Chemical Property of phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside

There total 1 articles about phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-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: 98.0%

acetic anhydride (108-24-7) + 2-((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-phenylselanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione → phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside (548486-12-0)

Guidance literature:

In pyridine; for 16h;

DOI:10.1016/j.tet.2004.07.005

Reference yield: 90.0%

2-azido-1-O-(tert-butyldiphenylsilyl)-2-deoxy-3,4,5-tri-O-benzyl-D-glucitol (801300-62-9) + phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside (548486-12-0) → 1-O-(tert-butyldiphenylsilyl)-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-azido-2-deoxy-3,4,5-tri-O-benzyl-6-O-hydroxy-D-glucitol

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -35 - 0 ℃; for 1h;

DOI:10.1002/chem.200400376

Reference yield: 83.0%

phenyl 3-O-acetyl-2-azido-4-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside (173465-74-2) + phenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside (548486-12-0) → phenyl 3-O-acetyl-6-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phtalimido-β-D-glucopyranosyl)-2-azido-4-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside (548486-13-1)

Guidance literature:

With MS 4 Angstroem; silver trifluoromethanesulfonate; potassium carbonate; In dichloromethane; for 2h;

DOI:10.1021/ja029316s

upstream raw materials:

acetic anhydride

Downstream raw materials:

phenyl 3-O-acetyl-6-O-(3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phtalimido-β-D-glucopyranosyl)-2-azido-4-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

phenyl 6-O-(2-amino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-2-azido-4-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

phenyl 2-azido-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-octacosanoyloxy-hexadecan]amido-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside