(S)-2-Amino-N-(4-nitrophenyl)-3-phenylpropanamide

Base Information

• Chemical Name: (S)-2-Amino-N-(4-nitrophenyl)-3-phenylpropanamide
• CAS No.: 2360-97-6
• Molecular Formula: C₁₅H₁₅N₃O₃
• Molecular Weight: 285.302
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20428580
• Wikidata: Q82241405
• ChEMBL ID: CHEMBL78738
• Mol file: 2360-97-6.mol

Synonyms:2360-97-6;H-Phe-pNA;(S)-2-Amino-N-(4-nitrophenyl)-3-phenylpropanamide;L-Phenylalanine 4-nitroanilide;(2S)-2-amino-N-(4-nitrophenyl)-3-phenylpropanamide;L-Phenylalanin-p-nitroanilid;CHEMBL78738;L-Phenylalanine-p-nitroanilide;SCHEMBL1114769;DTXSID20428580;GJHIOWXZFDVUKQ-AWEZNQCLSA-N;MFCD00038110;AKOS010392054;N-(4-Nitrophenyl)-L-phenylalaninamide;BS-22095;F10784

Chemical Property of (S)-2-Amino-N-(4-nitrophenyl)-3-phenylpropanamide

Chemical Property:

• Boiling Point: 543.036 °C at 760 mmHg
• Flash Point: 282.218 °C
• PSA: 100.94000
• Density: 1.323 g/cm³
• LogP: 3.39980
• Storage Temp.: -15°C
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly, Sonicated
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.11134135
• Heavy Atom Count: 21
• Complexity: 356

Purity/Quality:

99% ^*data from raw suppliers

L-Phenylalanine 4-nitroanilide ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NC2=CC=C(C=C2)[N+](=O)[O-])N
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)NC2=CC=C(C=C2)[N+](=O)[O-])N
• Uses: Substrate for aminopeptidase M (microsomal alanyl aminopeptidase). L-?Phenylalanine 4-?nitroanilide is a substrate used in the study of a novel cytosolic leucyl aminopeptidase.

Technology Process of (S)-2-Amino-N-(4-nitrophenyl)-3-phenylpropanamide

There total 12 articles about (S)-2-Amino-N-(4-nitrophenyl)-3-phenylpropanamide 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: 94.0%

L-Phenylalanine amide (5241-58-7) + para-nitrophenyl bromide (586-78-7) → L-phenylalanine-p-nitroanilide (2360-97-6,14235-17-7,14235-18-8,97471-44-8)

Guidance literature:

With copper(l) iodide; potassium carbonate; In toluene; at 110 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201200752

Reference yield: 87.0%

N-(1,1-dimethylethoxycarbonyl)-L-phenylalanine N-(4-nitrophenyl)amide (97885-48-8) → L-phenylalanine-p-nitroanilide (2360-97-6,14235-17-7,14235-18-8,97471-44-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.3390/molecules26020482

Reference yield: 57.0%

L-Phenylalanine amide (5241-58-7) + 4-chlorobenzonitrile (100-00-5) → L-phenylalanine-p-nitroanilide (2360-97-6,14235-17-7,14235-18-8,97471-44-8)

Guidance literature:

With copper(l) iodide; potassium carbonate; In toluene; at 110 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201200752

upstream raw materials:

benzyl (S)-(1-((4-nitrophenyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

H-Ala-Ala-Phe-p-nirtoanilide

N-(1,1-dimethylethoxycarbonyl)-L-phenylalanine N-(4-nitrophenyl)amide

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

N-3-carboxy-2-propenoylphenylalanine p-nitroanilide

N-tert-butyloxyacetylphenylalanine p-nitroanilide

L-phenylalanine

4-nitro-aniline

Refernces

• 1、 Kania, Joanna,Gillner, Danuta M.. "Characterisation of the aminopeptidase from non-germinated winter rape (Brassica napus L.) seeds". . p. 180 - 186. Retrieved 2016/04/19.
• 2、 Matsuo, Takashi,Imai, Chie,Yoshida, Takefumi,Saito, Takashi,Hayashi, Takashi,Hirota, Shun. "Creation of an artificial metalloprotein with a Hoveyda-Grubbs catalyst moiety through the intrinsic inhibition mechanism of α-chymotrypsin". supporting information; body text. p. 1662 - 1664. Retrieved 2012/03/27.