D-2-NITROPHENYLALANINE

Base Information

• Chemical Name: D-2-NITROPHENYLALANINE
• CAS No.: 169383-17-9
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.189
• Hs Code.: 2922499990
• Mol file: 169383-17-9.mol

Synonyms:D-2-Nitrophenylalanine;2-Nitro-D-phenylalanine;

Chemical Property of D-2-NITROPHENYLALANINE

Chemical Property:

• Vapor Pressure: 1.25E-06mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 385.371 °C at 760 mmHg
• PKA: 2.03±0.10(Predicted)
• Flash Point: 186.866 °C
• PSA: 109.14000
• Density: 1.408 g/cm³
• LogP: 1.77270
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

D-2-Nitrophenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-2-NITROPHENYLALANINE

There total 9 articles about D-2-NITROPHENYLALANINE 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: 52.0%

o-nitrophenylpyruvic acid (5461-32-5) → (2R)-2-amino-3-(2-nitrophenyl)propanoic acid (169383-17-9)

Guidance literature:

With D-glucose; nicotinamide adenine dinucleotide phosphate; ammonium chloride; In methanol; at 20 ℃; for 24h; pH=9; enantioselective reaction; Microbiological reaction;

DOI:10.1002/adsc.201600682

Reference yield: 51.0%

2-nitrocinnamic acid (612-41-9) → (2R)-2-amino-3-(2-nitrophenyl)propanoic acid (169383-17-9)

Guidance literature:

With ammonium hydroxide; borane-ammonia complex; In aq. buffer; at 37 ℃; pH=9.6; Enzymatic reaction;

DOI:10.1002/anie.201410670

Reference yield:

DL-2-nitrophenylalanine (1991-82-8,19883-75-1,35378-63-3) → (2R)-2-amino-3-(2-nitrophenyl)propanoic acid (169383-17-9) + 2-nitrocinnamic acid (612-41-9)

Guidance literature:

With phenylalanine ammonia-lyase from Pseudozyma antarctica yeast; In aq. buffer; at 30 ℃; for 168h; pH=8.5; Reagent/catalyst; Time; stereoselective reaction; Resolution of racemate;

DOI:10.1016/j.cattod.2020.04.002

upstream raw materials:

2-nitrocinnamic acid

2-nitrocinnamic acid

o-nitrophenylpyruvic acid

DL-2-nitrophenylalanine

Downstream raw materials:

(3R)-1,2,3,4-tetrahydroquinolin-3-amine

o-nitrophenylpyruvic 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、 McGorry, Raymond J.,Allen, Stacey K.,Pitzen, Micha D.,Coombs, Thomas C.. "Enantioselective organocatalytic α-sulfamidation of aldehydes using sulfonyl azides". supporting information. p. 4623 - 4627. Retrieved 2017/11/15.