Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside

Base Information

• Chemical Name: Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside
• CAS No.: 150809-70-4
• Molecular Formula: C₃₃H₃₃N₃O₄Se
• Molecular Weight: 614.603

Synonyms:Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside

Chemical Property of Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside

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Technology Process of Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside

There total 2 articles about Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-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: 25.0%

3,4,6-tri-O-benzyl-D-glucal (55628-54-1) + diphenyl diselenide (1666-13-3) → Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-mannopyranoside (150809-71-5) + Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside (150809-70-4)

Guidance literature:

With sodium azide; [bis(acetoxy)iodo]benzene; In dichloromethane; for 96h; Ambient temperature;

DOI:10.1021/jo00074a048

Reference yield:

N-phenylselanylphthalimide (71098-88-9) + 3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-mannopyranoside (150809-71-5) + Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside (150809-70-4)

Guidance literature:

With trimethylsilylazide; tetrabutyl ammonium fluoride; In dichloromethane; Yield given. Yields of byproduct given;

DOI:10.1039/c39940000035

Reference yield: 66.0%

Phenyl 2-azido-2-deoxy-3,4,6-tri-O-benzyl-1-seleno-α-D-glucopyranoside (150809-70-4) → 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose

Guidance literature:

With silver trifluoromethanesulfonate; In tetrahydrofuran; for 0.5h; Ambient temperature;

upstream raw materials:

N-phenylselanylphthalimide

3,4,6-tri-O-benzyl-D-glucal

diphenyl diselenide

Downstream raw materials:

2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-1,5-lacton

N-((3R,4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-hydroxy-tetrahydro-2H-pyran-3-yl)acetamide

Phenyl 2-N-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-1-seleno-α-D-glucopyranoside

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