PNU 142300

Base Information

• Chemical Name: PNU 142300
• CAS No.: 368891-69-4
• Molecular Formula: C16H20FN3O6
• Molecular Weight: 369.34500
• Mol file: 368891-69-4.mol

Synonyms:

Chemical Property of PNU 142300

Chemical Property:

• Melting Point: >153oC (dec.)
• PSA: 120.69000
• LogP: 1.77840
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Heated, Sonicated), Methanol (Slightly, Heat

Purity/Quality:

97% ^*data from raw suppliers

PNU142300 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An inactive metabolite of Linezolid (L466500).

Technology Process of PNU 142300

There total 12 articles about PNU 142300 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: 73.0%

tert-butyl [2-[(4-[(5S)-acetylaminomethyl-2-oxazolidinon-3-yl]-2-fluorophenyl)amino]ethoxy]acetate → PNU 142300 (368891-69-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1248/cpb.c16-00831

Reference yield:

N-[4-[benzyl[2-(tert-butyldimethylsilyloxy)ethyl]amino]-3-fluorophenyl]-(5R)-azidemethyl-2-oxazolidinone → PNU 142300 (368891-69-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / toluene; water / 2 h / 20 °C

3.1: triphenylphosphine / tetrahydrofuran; water / 20 °C

3.2: 0.42 h / 20 °C

4.1: 20% palladium hydroxide-activated charcoal; hydrogen / tetrahydrofuran / 3.5 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

With 20% palladium hydroxide-activated charcoal; tetrabutyl ammonium fluoride; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1248/cpb.c16-00831

Reference yield:

2-[N-benzyl-N-(2-fluoro-4-nitrophenyl)amino]ethanol → PNU 142300 (368891-69-4)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 1H-imidazole / dichloromethane / 0.67 h / 0 - 20 °C

2.1: sodium tetrahydroborate; copper acetylacetonate / ethanol; tetrahydrofuran / 0.5 h / 20 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran / 2.5 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 °C

4.2: -78 - 20 °C

5.1: triethylamine; dmap / dichloromethane / 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 50 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

8.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / toluene; water / 2 h / 20 °C

9.1: triphenylphosphine / tetrahydrofuran; water / 20 °C

9.2: 0.42 h / 20 °C

10.1: 20% palladium hydroxide-activated charcoal; hydrogen / tetrahydrofuran / 3.5 h / 20 °C

11.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

With 1H-imidazole; dmap; copper acetylacetonate; sodium tetrahydroborate; n-butyllithium; sodium azide; 20% palladium hydroxide-activated charcoal; tetrabutyl ammonium fluoride; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1248/cpb.c16-00831

upstream raw materials:

3,4-difluoronitrobenzene