N-(4-Nitrophenyl)-L-proline

Base Information

• Chemical Name: N-(4-Nitrophenyl)-L-proline
• CAS No.: 122092-18-6
• Molecular Formula: C11H12 N2 O4
• Molecular Weight: 236.227
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20924077
• Nikkaji Number: J931.173D
• Wikidata: Q82898203
• Mol file: 122092-18-6.mol

Synonyms:N-(4-nitrophenyl)-D-proline;N-(4-nitrophenyl)-L-proline;N-(4-nitrophenyl)proline

Chemical Property of N-(4-Nitrophenyl)-L-proline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 220 °C (decomp)(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.621
• Boiling Point: 477.9°Cat760mmHg
• PKA: 3.78±0.20(Predicted)
• Flash Point: 242.8°C
• PSA: 86.36000
• Density: 1.405g/cm³
• LogP: 2.23640
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 236.07970687
• Heavy Atom Count: 17
• Complexity: 307

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Nitrophenyl)pyrrolidine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C2=CC=C(C=C2)[N+](=O)[O-])C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C2=CC=C(C=C2)[N+](=O)[O-])C(=O)O

Technology Process of N-(4-Nitrophenyl)-L-proline

There total 2 articles about N-(4-Nitrophenyl)-L-proline 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: 93.0%

4-Fluoronitrobenzene (350-46-9,178603-76-4) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-(p-nitrophenyl)-(L)-proline (122092-18-6)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; for 5h; Heating;

DOI:10.1021/ol7017455

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-(p-nitrophenyl)-(L)-proline (122092-18-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl acetamide; at 90 ℃;

DOI:10.1016/S0960-894X(02)00356-6

Reference yield: 20.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + N-(p-nitrophenyl)-(L)-proline (122092-18-6) → N-(4-nitrophenyl)-L-prolylglycine methyl ester (1021421-68-0)

Guidance literature:

With dmap; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; water; at 20 ℃; for 24h;

DOI:10.1002/poc.1306

upstream raw materials:

L-proline

4-Fluoronitrobenzene

Downstream raw materials:

N-(4-nitrophenyl)-L-prolylglycine methyl ester

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