2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

Base Information

• Chemical Name: 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside
• CAS No.: 862163-96-0
• Molecular Formula: C₃₉H₃₆O₁₁
• Molecular Weight: 680.708
• Mol file: 862163-96-0.mol

Synonyms:2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

Chemical Property of 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

There total 4 articles about 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-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:

2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranosyl bromide + 2-(hydroxymethyl)benzoic acid benzyl ester (365534-57-2) → 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside (862163-96-0)

Guidance literature:

With mercury(II) cyanide; mercury dibromide; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/ol0510668

Reference yield:

methyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside (862163-95-9) → 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside (862163-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetyl bromide; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

2: 3.09 g / HgBr₂; Hg(CN)2 / acetonitrile / 0.5 h / 20 °C

With Acetyl bromide; mercury(II) cyanide; trifluoroacetic acid; mercury dibromide; In dichloromethane; acetonitrile;

DOI:10.1021/ol0510668

Reference yield:

levulinic acid (123-76-2) → 2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside (862163-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 20 °C

2: acetyl bromide; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

3: 3.09 g / HgBr₂; Hg(CN)2 / acetonitrile / 0.5 h / 20 °C

With dmap; Acetyl bromide; mercury(II) cyanide; dicyclohexyl-carbodiimide; trifluoroacetic acid; mercury dibromide; In dichloromethane; acetonitrile;

DOI:10.1021/ol0510668

upstream raw materials:

2-(hydroxymethyl)benzoic acid benzyl ester

methyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

levulinic acid

methyl 2,3-di-O-benzoyl-α-D-arabinofuranoside

Downstream raw materials:

methyl (2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

methyl [(2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

methyl (2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranosyl)-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside