66254-56-6

Basic information

• Product Name: (1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID
• Synonyms: Phosphonic acid, [(1R)-1-aMino-2-Methylpropyl]- (9CI);(R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID;(R)-1-AMINO(2-METHYLPROPYL)PHOSPHONIC ACID;(R)-1-PHOSPHONO-2-METHYL-PROPYLAMINE;D-1-AMINO-2-METHYLPROPYLPHOSPHONIC ACID;H-R-VAL(P)-OH;H-D-VALP-(OH)2;H-D-AMEPROPP(O)-(OH)2
• CAS NO: 66254-56-6
• Molecular Formula: C₄H₁₂NO₃P
• Molecular Weight: 153.12
• Product Categories: Chiral Building Blocks;Organic Building Blocks;Phosphonic/Phosphinic Acids
• Mol File: 66254-56-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 272-277 °C(lit.)
• Boiling Point: 302.9 °C at 760 mmHg
• Flash Point: 137 °C
• Appearance: white crystalline powder
• Density: 1.295 g/cm³
• Vapor Pressure: 0.000223mmHg at 25°C
• Refractive Index: 1.486
• CAS DataBase Reference: (1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID(66254-56-6)
• EPA Substance Registry System: (1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID(66254-56-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 66254-56-6(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Serves as an attractive substitute for amino carboxylic acids in biological systems. Exhibits interesting and useful properties as peptide analog, antiviral agent, hapten for the generation of catalytic antibodies, enzyme inhibitors, potent antibiotics, herbicides, and pesticides.

General Description

The enantiodiscrimination of (1R)-(+)-(1-amino-2-methylpropyl)phosphonic acid from its enantiomer in the gas-phase can be done using ESI-MS-CID technique. [electrospray ionization-mass spectrometric detection-collision induced dissociation]

InChI:InChI=1/C4H12NO3P/c1-3(2)4(5)9(6,7)8/h3-4H,5H2,1-2H3,(H2,6,7,8)/t4-/m1/s1

Upstream product

• 1795-31-9 tris(trimethylsilyl) phosphite 
• 65576-83-2 (-)-1-amino-2-methylpropylphosphonous acid 
• 18108-24-2 (1-amino-2-methylpropyl)phosphonic acid 

Relevant articles and documents

Batch and in-flow kinetic resolution of racemic 1-(N-acylamino)alkylphosphonic and 1-(N-acylamino)alkylphosphinic acids and their esters using immobilized penicillin G acylase

The kinetic resolution of racemic 1-(N-acylamino)alkylphosphonic acids 3 (R3= OH) and their dimethyl esters 1, as well as 1-(N-acylamino)alkylphosphinic acids 4 (R3= H or Ph) using penicillin G acylase (PGA) immobilized on three type

Biocatalyzed kinetic resolution of racemic mixtures of chiral α-aminophosphonic acids

Several fungal species namely: Aspergillus niger, Aspergillus parasiticus, Penicillium funiculosum, Trigonopsis variabilis and two different strains of Fusarium oxysporum were tested toward racemic mixtures of following phosphonic acids: 1-amino-2-methylp

1-Aminoalkylphosphonous Acids. Part 1. Isosteres of the Protein Amino Acids

The synthesis of 1-aminoalkylphosphonous acids, isosteres of the protein amino acids, by addition of hypophosphorous acid to diphenylmethylimines is described.These analogues of glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, serine, threonine, methionine, cysteine, cystine, glutamic acid, lysine, ornithine, arginine, and proline have been prepared and the analogues of alanine, valine, leucine, phenylalanine, and methionine resolved.The alanine, valine and methionine analogues have interesting antimicrobial activity and the alanine analogue has plant growth inhibiting properties.Oxidation of the appropriate 1-aminoalkylphosphonous acids gave the 1-aminoalkylphosphonic acid analogues of (+/-)-alanine, (-)-alanine, (+/-)-valine, (-)-valine, (+/-)-serine, (+/-)-threonine, (+/-)-lysine, (-)-leucine, and (+/-)-ornithine.