(2S)-2-azaniumyl-3-(4-nitrophenyl)propanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-3-(4-nitrophenyl)propanoate
• CAS No.: 949-99-5
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.189
• Hs Code.: 29224999
• Mol file: 949-99-5.mol

Synonyms:

Chemical Property of (2S)-2-azaniumyl-3-(4-nitrophenyl)propanoate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.34E-07mmHg at 25°C
• Melting Point: 236-239 °C (dec.)
• Refractive Index: 1.614
• Boiling Point: 414.1 °C at 760 mmHg
• PKA: 2.12±0.10(Predicted)
• Flash Point: 204.2 °C
• PSA: 109.14000
• Density: 1.408 g/cm³
• LogP: 1.77270
• Storage Temp.: Store at RT.
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 210.06405680
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,C,F
• Hazard Codes: Xn,C,F
• Statements: 36/37/38-22-34-11
• Safety Statements: 26-36/37/39-22-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)[O-])[NH3+])[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C(=O)[O-])[NH3+])[N+](=O)[O-]
• Uses: 4-Nitro-L-phenylalanine is used in the studies on the rational manipulation of protein structures for the expansion of the genetic code with non natural amino acids into protein via in vitro translation.

Technology Process of (2S)-2-azaniumyl-3-(4-nitrophenyl)propanoate

There total 60 articles about (2S)-2-azaniumyl-3-(4-nitrophenyl)propanoate 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: 90.0%

2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester (6265-87-8) → 4-nitrophenylalanine (1991-83-9,2922-40-9,56613-61-7,949-99-5)

Guidance literature:

With hydrogenchloride; acetic acid; In water; for 24h; Heating;

DOI:10.1021/jm070401q

Reference yield: 50.0%

H2 S(g) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 4-nitrophenylalanine (1991-83-9,2922-40-9,56613-61-7,949-99-5)

Guidance literature:

With nitric acid; In concentrated H₂ SO₄;

Reference yield: 24.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 4-nitrophenylalanine (1991-83-9,2922-40-9,56613-61-7,949-99-5) + DL-2-nitrophenylalanine (1991-82-8,19883-75-1,35378-63-3)

Guidance literature:

With sulfuric acid; nitric acid; at -10 ℃; for 3.5h;

DOI:10.1021/jm00117a015

upstream raw materials:

2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester

formylamino-(4-nitro-benzyl)-malonic acid diethyl ester

Phenylalanine

(4-nitro-benzyl)-malonic acid

Downstream raw materials:

4-(4-nitro-benzyl)-oxazolidine-2,5-dione

(RS)-N-phthaloyl-p-nitrophenylalanine

(p-aminophenyl)alanine

ethyl 2-amino-3-(4-nitrophenyl) propanoate

Refernces

• 1、 Xiao, Wenjie,Chen, Shuhuan,Liu, Xiong,Ma, Yu. "Investigation of Taniaphos as a chiral selector in chiral extraction of amino acid enantiomers". . p. 292 - 302. Retrieved 2021/03/29.
• 2、 Aswal, Vinod K.,Misra, Souvik,Mondal, Sanjoy,Nanda, Jayanta,Ray, Debes,Sepay, Nayim,Singh, Pijush. "Self-assembling behaviour of a modified aromatic amino acid in competitive medium". . p. 6599 - 6607. Retrieved 2020/08/03.