(R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine

Base Information

• Chemical Name: (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine
• CAS No.: 503026-31-1
• Molecular Formula: C₂₄H₃₄FN₃O₈
• Molecular Weight: 511.548
• Mol file: 503026-31-1.mol

Synonyms:(R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine

Chemical Property of (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine

There total 6 articles about (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine 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: 85.0%

N,N-di(tert-butoxycarbonyl)hydroxylamine (85006-25-3) + (R)-methyl methanesulfonate (174649-09-3,2180621-71-8) → (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine (503026-31-1)

Guidance literature:

N,N-di(tert-butoxycarbonyl)hydroxylamine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

(R)-methyl methanesulfonate; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 60h; Inert atmosphere;

DOI:10.1080/14756366.2020.1786082

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine (503026-31-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / ethyl acetate / 20 °C

2.1: ammonium formate; palladium 10% on activated carbon / methanol; tetrahydrofuran

3.1: acetone; water / 20 °C

4.1: n-butyllithium / tetrahydrofuran / -78 °C

5.1: triethylamine / dichloromethane / 0 - 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

6.2: 64 h / 0 - 20 °C

With n-butyllithium; palladium 10% on activated carbon; ammonium formate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil;

DOI:10.1016/j.ejmech.2015.10.025

Reference yield:

3-fluoro-4-(4-morpholinyl)nitrobenzene (2689-39-6) → (R)-[N-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methyl N,O-bis(tert-butoxycarbonyl)hydroxylamine (503026-31-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonium formate; palladium 10% on activated carbon / methanol; tetrahydrofuran

2.1: acetone; water / 20 °C

3.1: n-butyllithium / tetrahydrofuran / -78 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

5.2: 64 h / 0 - 20 °C

With n-butyllithium; palladium 10% on activated carbon; ammonium formate; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;

DOI:10.1016/j.ejmech.2015.10.025

upstream raw materials:

N,N-di(tert-butoxycarbonyl)hydroxylamine

(R)-methyl methanesulfonate

3,4-difluoronitrobenzene

3-fluoro-4-(4-morpholinyl)nitrobenzene