(R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one

Base Information

• Chemical Name: (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one
• CAS No.: 700370-39-4
• Molecular Formula: C₁₃H₁₂FIN₄O₃
• Molecular Weight: 418.166
• Mol file: 700370-39-4.mol

Synonyms:(R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one

Chemical Property of (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one

There total 3 articles about (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one 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:

(5R)-3-(3-fluoro-4-iodo-phenyl)-5-hydroxymethyl-1,3-oxazolidin-2-one (487041-08-7) → (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one (700370-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Inert atmosphere

2: sodium azide / dimethyl sulfoxide / 5 h / 90 °C

3: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 16 h / 50 °C

With sodium azide; copper(II) sulfate; sodium L-ascorbate; triethylamine; In dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2017.10.018

Reference yield:

meta-fluoroaniline (372-19-0) → (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one (700370-39-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran / 0.08 h / 0 °C

1.2: 3 h / 0 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.33 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: trifluoroacetic acid; N-iodo-succinimide / 2 h / 20 °C

4.1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Inert atmosphere

5.1: sodium azide / dimethyl sulfoxide / 5 h / 90 °C

6.1: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 16 h / 50 °C

With N-iodo-succinimide; sodium azide; sodium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2017.10.018

Reference yield:

(5R)-3-(3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one (149524-42-5) → (R)-3-(3-fluoro-4-iodophenyl)-5-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one (700370-39-4)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid; N-iodo-succinimide / 2 h / 20 °C

2: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Inert atmosphere

3: sodium azide / dimethyl sulfoxide / 5 h / 90 °C

4: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 16 h / 50 °C

With N-iodo-succinimide; sodium azide; copper(II) sulfate; sodium L-ascorbate; triethylamine; trifluoroacetic acid; In dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2017.10.018

upstream raw materials:

meta-fluoroaniline

(5R)-3-(3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one

(5R)-3-(3-fluoro-4-iodo-phenyl)-5-hydroxymethyl-1,3-oxazolidin-2-one