N-(4-Nitrophenylsulfonyl)-L-phenylalanine

Base Information

• Chemical Name: N-(4-Nitrophenylsulfonyl)-L-phenylalanine
• CAS No.: 64501-87-7
• Molecular Formula: C15H14N2O6S
• Molecular Weight: 350.352
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID50427081
• Nikkaji Number: J534.134E
• Wikidata: Q82239818
• Mol file: 64501-87-7.mol

Synonyms:N-(4-Nitrophenylsulfonyl)-L-phenylalanine;64501-87-7;(S)-2-(4-Nitrophenylsulfonamido)-3-phenylpropanoic acid;(2S)-2-[(4-nitrophenyl)sulfonylamino]-3-phenylpropanoic acid;nosyl-l-phenylalanine;SCHEMBL5189459;DTXSID50427081;JVHRPLXWZFPXIJ-AWEZNQCLSA-N;MFCD00191470;STK367323;AKOS005444275;HY-W141793;AS-69889;N-(p-Nitrophenylsulfonyl)-l-phenylalanine;N-[(4-Nitrophenyl)sulfonyl]phenylalanine #;CS-0201590;N-[(4-nitrophenyl)sulfonyl]-L-phenylalanine;N0580;D91734;A867871;(2S)-2-(4-NITROBENZENESULFONAMIDO)-3-PHENYLPROPANOIC ACID

Chemical Property of N-(4-Nitrophenylsulfonyl)-L-phenylalanine

Chemical Property:

• Melting Point: 169 °C
• Refractive Index: -19 ° (C=3, Acetone)
• Boiling Point: 582.7 °C at 760 mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 306.2 °C
• PSA: 137.67000
• Density: 1.456 g/cm³
• LogP: 3.56390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 350.05725734
• Heavy Atom Count: 24
• Complexity: 539

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(4-Nitrophenylsulfonyl)-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Nitrophenylsulfonyl)-L-phenylalanine

There total 5 articles about N-(4-Nitrophenylsulfonyl)-L-phenylalanine 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: 99.99%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → 2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid (64501-87-7)

Guidance literature:

With sodium carbonate; In water; for 5h;

DOI:10.1016/j.ejmech.2017.04.029

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid (64501-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 0 °C

2: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo9815296

Reference yield:

L-Phenylalaninol (3182-95-4) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → 2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid (64501-87-7)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo9815296

upstream raw materials:

Phenylalanine

4-Nitrobenzenesulfonyl chloride

L-Phenylalaninol

L-phenylalanine

Downstream raw materials:

2-(4-nitrobenzenesulfonylamino)-3-phenylpropionic acid benzyl ester

Refernces

• 1、 Ugwu, David Izuchukwu,Okoro, Uchechukwu Christopher,Ukoha, Pius Onyeoziri,Okafor, Sunday N.,Gupta, Astha. "Novel anti-inflammatory and analgesic agents: synthesis, molecular docking and in vivo studies". . p. 405 - 415. Retrieved 2018/03/21.
• 2、 Ugwu,Okoro,Ukoha,Okafor,Ibezim,Kumar. "Synthesis, characterization, molecular docking and in?vitro antimalarial properties of new carboxamides bearing sulphonamide". . p. 349 - 369. Retrieved 2017/05/04.