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

Description

(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is a chiral phosphonic acid derivative that serves as an attractive substitute for amino carboxylic acids in biological systems. It exhibits a range of interesting and useful properties, making it a versatile compound for various applications.

Uses

Used in Pharmaceutical Industry:
(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is used as a peptide analog for its ability to mimic the structure and function of natural amino acids, which can be beneficial in the development of new drugs and therapeutic agents.
Used in Antiviral Applications:
(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is used as an antiviral agent due to its potential to inhibit viral replication and activity, offering a promising avenue for the development of new antiviral treatments.
Used in Immunology:
(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is used as a hapten for the generation of catalytic antibodies, which can be employed in various immunological applications, including diagnostics and therapeutics.
Used in Enzyme Inhibition:
(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is used as an enzyme inhibitor, targeting specific enzymes to modulate their activity and impact various biological processes.
Used in Antibacterial Applications:
(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is used as a potent antibiotic, exhibiting antimicrobial properties that can be utilized in the development of new antibiotics to combat resistant bacterial strains.
Used in Agriculture:
(1R)-(+)-(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID is used as a herbicide and pesticide, offering potential applications in controlling weeds and pests in agricultural settings, thereby enhancing crop productivity and yield.

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

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

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.