Description

Diisopropyl(Phosphoryl)-trans-4-Hydroxyprolin is a specialized organophosphorus derivative of the amino acid hydroxyproline, serving as a key chiral building block and phosphonylation reagent in advanced organic synthesis. Its primary value lies in enabling the stereoselective introduction of a protected phosphonic acid moiety, which is crucial for developing bioactive molecules and peptidomimetics. This high-purity intermediate is essential for researchers and manufacturers in the pharmaceutical and agrochemical industries, particularly for the synthesis of protease inhibitors, prodrugs, and other biologically active compounds targeting specific enzymatic pathways.

Application

• Pharmaceutical Intermediate: Critical building block for the synthesis of novel drug candidates, especially protease inhibitors and antiviral agents.
• Peptidomimetic Synthesis: Used to incorporate phosphonate or phosphonamidate isosteres into peptide backbones to enhance metabolic stability and bioavailability.
• Prodrug Development: Employed in the design of prodrugs where a phosphonate group is masked to improve cell membrane permeability.
• Agrochemical Research: Serves as a chiral synthon in the development of new herbicides and plant growth regulators with specific modes of action.
• Chemical Biology Probes: Utilized to create activity-based probes for studying enzyme function and mechanism in biochemical pathways.
• Catalyst and Ligand Preparation: Acts as a precursor for chiral phosphorus-containing ligands used in asymmetric catalysis.

Basic Information

Product Name	Diisopropyl(Phosphoryl)-trans-4-Hydroxyprolin
CAS No.	117286-92-7
Molecular Formula	C11H22NO5P
Molecular Weight	279.27 g/mol
Synonyms	(2S,4R)-1-[(Diisopropoxyphosphoryl)-4-hydroxyproline; trans-4-Hydroxy-L-proline diisopropyl phosphonate; L-Hydroxyproline diisopropylphosphonate; Diisopropyl (4R)-hydroxy-L-prolin-2-ylphosphonate; Diisopropyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate phosphonate; (4R)-4-Hydroxy-L-proline diisopropyl phosphonate ester; Diisopropyl P-[(4-hydroxy-L-prolyl)]-phosphonate
EINECS	Contact for details

Quality Control

Our Diisopropyl(Phosphoryl)-trans-4-Hydroxyprolin is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the high standards required for pharmaceutical research and development. Certificates of Analysis (COA) detailing identity, purity (typically ≥97% by HPLC), and specific tests are available upon request to support your regulatory and quality assurance needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.