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

Base Information

• Chemical Name: (2R)-2-azaniumyl-3-(4-nitrophenyl)propanoate
• CAS No.: 56613-61-7
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.189
• Hs Code.: 29224999
• Mol file: 56613-61-7.mol

Synonyms:(2R)-2-azaniumyl-3-(4-nitrophenyl)propanoate;3-(4-Nitrophenyl)-D-alanine;(2R)-2-ammonio-3-(4-nitrophenyl)propanoate;A819824

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

Chemical Property:

• Appearance/Colour: Off-white powder
• Melting Point: 238-240 °C (decomp)
• 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.: 2-8°C
• 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

p-Nitro-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C, F
• Hazard Codes: Xi,C,F
• Statements: 11-34
• Safety Statements: 22-24/25-45-36/37/39-26-16

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: p-Nitro-D-phenylalanine (cas# 56613-61-7) is a compound useful in organic synthesis.

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

There total 56 articles about (2R)-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

N-formyl-4-nitro-phenylalanine

2-benzyloxycarbonylamino-3-(4-nitrophenyl)propionic acid

Refernces

• 1、 Varga, Andrea,Csuka, Pál,Sonesouphap, Orlavanah,Bánóczi, Gergely,To?a, Monica Ioana,Katona, Gabriel,Molnár, Zsófia,Bencze, László Csaba,Poppe, László,Paizs, Csaba. "A novel phenylalanine ammonia-lyase from Pseudozyma antarctica for stereoselective biotransformations of unnatural amino acids". . p. 185 - 194. Retrieved 2020/04/28.
• 2、 Ishida, Chiharu,Miyata, Ryo,Hasebe, Fumihito,Miyata, Azusa,Kumazawa, Shigenori,Ito, Sohei,Nakano, Shogo. "Reconstruction of Hyper-Thermostable Ancestral L-Amino Acid Oxidase to Perform Deracemization to D-Amino Acids". . p. 5228 - 5235. Retrieved 2021/11/05.