phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside

Base Information

• Chemical Name: phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside
• CAS No.: 310880-56-9
• Molecular Formula: C₂₅H₂₄O₅Se
• Molecular Weight: 483.423
• Mol file: 310880-56-9.mol

Synonyms:phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside

Chemical Property of phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside

There total 7 articles about phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside 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: 78.0%

Benzeneselenol (645-96-5) + 3-O-benzyl-β-D-arabinofuranose 1,2,5-orthobenzoate (282107-50-0) → phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside (310880-56-9)

Guidance literature:

With 4 A molecular sieve; mercury dibromide; In dichloromethane; acetonitrile; at 0 - 20 ℃;

DOI:10.1002/1099-0690(200211)2002:22<3864::AID-EJOC3864>3.0.CO;2-8

Reference yield: 61.0%

Benzeneselenol (645-96-5) + 3-O-Benzyl benzylidene D-arabinofuranose → phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside (310880-56-9)

Guidance literature:

With tin(IV) chloride;

DOI:10.1016/S0040-4039(00)01273-9

Reference yield:

benzyl bromide (100-39-0) → phenyl 2-O-benzoyl-3-O-benzyl-1-seleno-α-D-arabinofuranoside (310880-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaH / dimethylformamide / 0.5 h / 20 °C

2: 78 percent / HgBr₂; 4 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 0 - 20 °C

With 4 A molecular sieve; sodium hydride; mercury dibromide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/1099-0690(200211)2002:22<3864::AID-EJOC3864>3.0.CO;2-8

upstream raw materials:

Benzeneselenol

3-O-benzyl-β-D-arabinofuranose 1,2,5-orthobenzoate

benzyl bromide

methyl tri-O-benzoyl-α-D-arabinofuranoside

Downstream raw materials:

phenyl 3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-seleno-α-D-arabinofuranoside

phenyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-seleno-α-D-arabinofuranoside