49607-21-8

Basic information

• Product Name: 2,4-dinitro-3-phenyl-L-alanine
• Synonyms: 2,4-dinitro-3-phenyl-L-alanine;2,4-Dinitro-L-phenylalanine;L-2,4-Dinitrophenylalanine≥ 99% (HPLC)
• CAS NO: 49607-21-8
• Molecular Formula: C₉H₉N₃O₆
• Molecular Weight: 255.18426
• EINECS: 256-397-8
• Mol File: 49607-21-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 453.8°Cat760mmHg
• Flash Point: 228.3°C
• Appearance: /
• Density: 1.577g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 2,4-dinitro-3-phenyl-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dinitro-3-phenyl-L-alanine(49607-21-8)
• EPA Substance Registry System: 2,4-dinitro-3-phenyl-L-alanine(49607-21-8)

Safety Data

• Hazardous Substances Data: 49607-21-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9N3O6/c10-7(9(13)14)3-5-1-2-6(11(15)16)4-8(5)12(17)18/h1-2,4,7H,3,10H2,(H,13,14)

Upstream product

• 63-91-2 L-phenylalanine 
• 949-99-5 4-nitro-3-phenyl-L-alanine 

Downstream Products

• 79815-20-6 (S)-indoline-2-carboxylic acid 

Relevant articles and documents

Transformation of l-phenylalanine to (S)-indoline-2-carboxylic acid without group-protection

(S)-Indoline-2-carboxylic acid was synthesized by use of a nitro amination approach with l-phenylalanine as chiral pool. The first step of the synthesis was nitration of l-phenylalanine, with urea nitrate (UN)/H2SO 4 as nitrating reagent, to give 2,4-dinitro-l-phenylalanine in 75.7 % yield in one-pot synthesis and 69.1 % yield by step-wise nitration. Intramolecular nitro amination of 2,4-dinitro-l-phenylalanine gave (S)-6-nitro-indoline-2-carboxylic acid in 65.7 % yield and more than 99.5 % enantiomeric excess (ee). The title compound, (S)-indoline-2-carboxylic acid, was obtained in 85.9 % yield and high ee by one-pot transformation of (S)-6-nitroindoline-2-carboxylic acid. The total synthesis consisted of three operations and gave the title compound in 42 % yield and more than 99.5 % ee.