p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside

Base Information

• Chemical Name: p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside
• CAS No.: 1448356-28-2
• Molecular Formula: C₁₇H₂₃FO₆
• Molecular Weight: 342.364
• Mol file: 1448356-28-2.mol

Synonyms:p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside

Chemical Property of p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside

There total 1 articles about p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside 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%

4-methoxybenzyl 5,6-anhydro-2,3-O-isopropylidene-α-D-mannofuranoside (201678-24-2) → p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside (1448356-28-2)

Guidance literature:

With tetrabutylammonium bifluoride; at 95 ℃; for 60h; Inert atmosphere;

DOI:10.1021/jo401041s

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside (1448356-28-2) → C18H22F4O8S

Guidance literature:

With pyridine; In dichloromethane; at -20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo401041s

Reference yield:

p-methoxybenzyl 6-deoxy-6-fluoro-2,3-O-isopropylidene-α-D-mannofuranoside (1448356-28-2) → p-methoxybenzyl 5-azido-5,6-dideoxy-6-fluoro-2,3-O-isopropylidene-β-L-gulofuranoside (1448356-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 1 h / -20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 15 h / 40 °C

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo401041s

upstream raw materials:

4-methoxybenzyl 5,6-anhydro-2,3-O-isopropylidene-α-D-mannofuranoside

Downstream raw materials:

p-methoxybenzyl 5-azido-5,6-dideoxy-6-fluoro-2,3-O-isopropylidene-β-L-gulofuranoside