Description

4-Hydroxy-L-Proline Benzyl Ester 4-Toluenesulfonate is a protected amino acid derivative, specifically a benzyl ester tosylate salt of 4-hydroxy-L-proline. This compound is a crucial chiral building block and intermediate in the synthesis of complex peptides and peptidomimetics, offering a protected carboxyl group for selective deprotection strategies. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic agents, including collagenase inhibitors and other bioactive molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of peptide-based drugs and enzyme inhibitors.
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis as a protected hydroxyproline residue to construct specific peptide sequences.
• Biochemical Research: Serves as a standard or reagent in studies involving collagen metabolism, prolyl hydroxylase activity, and related biochemical pathways.
• Prodrug Development: Utilized in the design of prodrugs where the benzyl ester moiety can be cleaved enzymatically or chemically in vivo.
• Asymmetric Synthesis: Acts as a starting material or auxiliary in asymmetric synthesis due to its defined stereochemistry at multiple centers.
• Chemical Biology Probes: Incorporated into molecular probes for studying protein-protein interactions and enzyme mechanisms.

Basic Information

Product Name	4-Hydroxy-L-Proline Benzyl Ester 4-Toluenesulfonate
CAS No.	88501-00-2
Molecular Formula	C19H23NO6S
Molecular Weight	393.46 g/mol
Synonyms	L-4-Hydroxyproline benzyl ester p-toluenesulfonate; (2S,4R)-4-Hydroxy-1-(phenylmethoxycarbonyl)pyrrolidine-2-carboxylic acid 4-methylbenzenesulfonate; 4-Hydroxy-L-proline benzyl ester tosylate; HYP(OBzl)-OH•TosOH; Benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate 4-methylbenzenesulfonate; 4-Hydroxyproline benzyl ester tosylate salt; trans-4-Hydroxy-L-proline benzyl ester p-toluenesulfonic acid salt
EINECS	Contact for details

Quality Control

Our 4-Hydroxy-L-Proline Benzyl Ester 4-Toluenesulfonate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity and chiral integrity, NMR for structural confirmation, and KF titration for moisture content. Certificates of Analysis (COA) detailing all specifications are provided to ensure traceability and compliance with your research or cGMP starting material requirements.

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 nature, the container should be kept tightly sealed in a desiccated environment to prevent moisture absorption, which can affect stability and handling properties.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% ee
Water Content (KF)	≤1.0%
Residue on Ignition	≤0.1%
Heavy Metals	≤20 ppm

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