Description

Benzyl (4R)-1-Boc-4-Hydroxy-D-Prolinate is a high-purity, protected amino acid derivative, specifically a D-proline analog, essential for advanced peptide synthesis and pharmaceutical research. Its core value lies in providing a chiral building block with orthogonal protecting groups (Boc and benzyl ester), enabling precise, multi-step synthetic sequences critical for developing novel therapeutics. This compound is primarily needed by research institutions and pharmaceutical companies engaged in the development of peptide-based drugs, protease inhibitors, and other bioactive molecules where stereochemical integrity is paramount.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex peptide-based active pharmaceutical ingredients (APIs).
• Peptide Chemistry: Used in Solid-Phase Peptide Synthesis (SPPS) and solution-phase methods to introduce constrained proline analogs, influencing peptide secondary structure and stability.
• Protease Inhibitor Development: Serves as a critical scaffold in the research and production of inhibitors targeting enzymes like prolyl oligopeptidase.
• Asymmetric Synthesis: Employed as a chiral auxiliary or building block in stereoselective organic transformations to construct molecules with defined three-dimensional configurations.
• Bioconjugation & Labeling: The reactive handles allow for site-specific modification of peptides or other biomolecules for diagnostic or therapeutic purposes.
• Academic & Industrial R&D: Fundamental research tool in medicinal chemistry and chemical biology for exploring structure-activity relationships (SAR).

Basic Information

Product Name	Benzyl (4R)-1-Boc-4-Hydroxy-D-Prolinate
CAS No.	132622-92-5
Molecular Formula	C17H23NO5
Molecular Weight	321.37 g/mol
Synonyms	(4R)-1-[(1,1-Dimethylethoxy)carbonyl]-4-hydroxy-D-proline benzyl ester; Benzyl (4R)-4-hydroxy-1-[(2-methyl-2-propanyl)oxycarbonyl]-D-prolinate; 1-Boc-4-hydroxy-D-proline benzyl ester; (4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-D-proline benzyl ester; tert-Butyl (4R)-4-hydroxy-2-(benzyloxycarbonyl)-D-prolinate; D-4-Hydroxyproline(Bzl), N-Boc- benzyl ester; Boc-Hyp(Bzl)-OH benzyl ester
EINECS	Contact for details

Quality Control

Our Benzyl (4R)-1-Boc-4-Hydroxy-D-Prolinate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification, to ensure compliance with high-purity research and pharmaceutical intermediate standards. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to guarantee traceability and batch-to-batch consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccant or inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% ee
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Single Impurity (HPLC)	≤0.5%
Total Impurities (HPLC)	≤1.5%

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