benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside

Base Information

• Chemical Name: benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside
• CAS No.: 1333523-96-8
• Molecular Formula: C₅₂H₄₄O₁₄
• Molecular Weight: 892.913
• Mol file: 1333523-96-8.mol

Synonyms:benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside

Chemical Property of benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside

There total 3 articles about benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-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: 91.0%

benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranoside (1357007-67-0) + benzoyl chloride (98-88-4) → benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside (1333523-96-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1039/c1cc13675e

Reference yield:

benzyl α-L-arabinofuranoside (1333523-93-5) → benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside (1333523-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / -40 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

With pyridine; In dichloromethane;

DOI:10.1039/c1cc13675e

Reference yield:

2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl 2,2,2-trichloroacetimidate (251451-05-5) → benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranoside (1333523-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / -40 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

With pyridine; In dichloromethane;

DOI:10.1039/c1cc13675e

upstream raw materials:

benzyl α-L-arabinofuranoside

benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranoside

benzoyl chloride

2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl 2,2,2-trichloroacetimidate

Downstream raw materials:

(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

(2S,3S,4S)-3,4-diacetoxy-2-[(2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy)methyl]pyrrolidine

2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl trichloroacetimidate