(3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside

Base Information

• Chemical Name: (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside
• CAS No.: 1310024-88-4
• Molecular Formula: C₁₈H₂₀FIO₉
• Molecular Weight: 526.254
• Mol file: 1310024-88-4.mol

Synonyms:(3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside

Chemical Property of (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside

There total 4 articles about (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside 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: 72.0%

2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-glucopyranosylbromide (139200-04-7) + 5-iodoresorcinol (64339-43-1) → (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside (1310024-88-4)

Guidance literature:

With silver carbonate; In acetonitrile; at 25 ℃; for 8h;

DOI:10.1515/znb-2011-0314

Reference yield:

3-deoxy-1,2;5,6-di-O-isopropylidene-3-fluoro-α-D-glucofuranose (14049-05-9) → (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside (1310024-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / water / 24 h / 25 °C

1.2: 30 °C

1.3: 12 h / 25 °C / Darkness

2.1: silver carbonate / acetonitrile / 8 h / 25 °C

With sulfuric acid; silver carbonate; In water; acetonitrile;

DOI:10.1515/znb-2011-0314

Reference yield:

1-iodo-3,5-dimethoxybenzene (25245-27-6) → (3-hydroxy-5-iodophenyl) 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-glucopyranoside (1310024-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: boron tribromide / dichloromethane / 12 h / -20 - 25 °C

2: silver carbonate / acetonitrile / 8 h / 25 °C

With boron tribromide; silver carbonate; In dichloromethane; acetonitrile;

DOI:10.1515/znb-2011-0314

upstream raw materials:

2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-glucopyranosylbromide

5-iodoresorcinol

3-deoxy-1,2;5,6-di-O-isopropylidene-3-fluoro-α-D-glucofuranose

1-iodo-3,5-dimethoxybenzene

Downstream raw materials:

3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-phenyl 3-deoxy-3-fluoro-β-D-glucopyranoside