methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside

Base Information

• Chemical Name: methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside
• CAS No.: 74652-63-4
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419
• Mol file: 74652-63-4.mol

Synonyms:methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside

Chemical Property of methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside

There total 1 articles about methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside 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:

methyl 3,6-dideoxy-α-L-arabino-hexopyranoside (64880-44-0) + benzaldehyde (100-52-7) → methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside (74652-63-4)

Guidance literature:

aluminium trichloride; In 1,4-dioxane;

DOI:10.1016/S0008-6215(00)85654-2

Reference yield: 88.0%

methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside (74652-63-4) → methyl-2-O-benzoyl-3,6-didesoxy-α-L-arabino-hexofuranoside (74652-64-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0008-6215(00)85654-2

Reference yield:

methyl 2-O-benzoyl-5-O-benzyl-3,6-dideoxy-α-L-arabino-hexofuranoside (74652-63-4) → methyl-5-azido-2-O-benzoyl-3,5,6-tridesoxy-β-D-xylo-hexofuranoside (74652-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / hydrogen / 10 percent palladium on carbon / methanol

2: 95 percent / pyridine / Ambient temperature

3: 81 percent / sodium azide / hexamethylphosphoric acid triamide / 2 h / 90 °C

With sodium azide; hydrogen; palladium on activated charcoal; In pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0008-6215(00)85654-2

upstream raw materials:

methyl 3,6-dideoxy-α-L-arabino-hexopyranoside

benzaldehyde

Downstream raw materials:

methyl-2-O-benzoyl-3,6-didesoxy-α-L-arabino-hexofuranoside

methyl-5-azido-2-O-benzoyl-3,5,6-tridesoxy-β-D-xylo-hexofuranoside

methyl-2-O-benzoyl-3,6-didesoxy-5-O-tosyl-α-L-arabino-hexofuranoside