Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside

Base Information

• Chemical Name: Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside
• CAS No.: 157896-05-4
• Molecular Formula: C₄₀H₃₂O₉Se
• Molecular Weight: 735.649
• Mol file: 157896-05-4.mol

Synonyms:Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside

Chemical Property of Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside

There total 4 articles about Phenyl 2,3,4,6-tetra-O-benzoyl-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: 94.0%

2,3,4,6-tetra-O-benzoylglucosyl bromide (14218-11-2) + diphenyl diselenide (1666-13-3) → Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside (157896-05-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; chloroform; at 20 ℃; for 2.5h;

DOI:10.1021/jo0261350

Reference yield: 79.0%

2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl iodide (14262-85-2,14726-07-9) + diphenyl diselenide (1666-13-3) → Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside (157896-05-4)

Guidance literature:

diphenyl diselenide; With sodium tetrahydroborate; In ethanol; for 0.25h;

2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl iodide; In ethanol; for 18h;

DOI:10.1039/b316720h

Reference yield:

phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-glucopyranoside (23661-29-2,23661-30-5) → Phenyl 2,3,4,6-tetra-O-benzoyl-1-seleno-β-D-glucopyranoside (157896-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butoxide / methanol / 1 h / Ambient temperature

2: pyridine / 4 h / Ambient temperature

With pyridine; potassium tert-butylate; In methanol;

upstream raw materials:

phenyl 1-seleno-β-D-glucopyranoside

benzoyl chloride

2,3,4,6-tetra-O-benzoylglucosyl bromide

diphenyl diselenide

Downstream raw materials:

1,2:3:4-di-O-isopropylidene-6-O-(tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-galactose

phenyl 1-seleno-β-D-glucopyranoside

2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl iodide

phenyl 2,3,4,6-tetra-O-benzyl-1-seleno-β-D-glycopyranoside