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Boc-cis-3-Hydroxy-L-Proline CAS NO 186132-96-7


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CAS No.:186132-96-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Boc-cis-3-Hydroxy-L-Proline is a protected amino acid derivative of significant importance in advanced organic synthesis. This compound serves as a crucial chiral building block for the construction of complex peptide and peptidomimetic structures. It is primarily utilized by pharmaceutical researchers and fine chemical manufacturers in the development of novel therapeutic agents, including protease inhibitors and other bioactive molecules. Its protected hydroxyproline scaffold is essential for introducing conformational constraints and specific stereochemistry into target molecules.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the synthesis of drug candidates, particularly protease inhibitors and other peptide-based therapeutics.
  • Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate constrained hydroxyproline residues with orthogonal protection.
  • Peptidomimetic Design: Essential for creating conformationally restricted peptidomimetics to enhance metabolic stability and receptor selectivity.
  • Bioconjugation & Probe Development: Serves as a building block for labeled peptides and molecular probes used in biochemical and diagnostic research.
  • Glycopeptide Synthesis: Facilitates the synthesis of glycopeptides where the hydroxy group can be further functionalized.
  • Combinatorial Chemistry: Employed in libraries for high-throughput screening to discover new bioactive compounds.
  • Academic & R&D: Used in university and institutional research for studying peptide structure-activity relationships (SAR).

Basic Information

Product Name Boc-cis-3-Hydroxy-L-Proline
CAS No. 186132-96-7
Molecular Formula C₁₀H₁₇NO₅
Molecular Weight 231.25 g/mol
Synonyms (2S,3R)-1-[(tert-Butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid; (2S,3R)-1-(tert-Butoxycarbonyl)-3-hydroxyproline; cis-3-Hydroxy-L-proline tert-butyloxycarbonyl; Boc-cis-3-Hyp-OH; Boc-(2S,3R)-3-hydroxyproline; N-Boc-3-hydroxy-L-proline (cis); N-tert-Butoxycarbonyl-cis-3-hydroxy-L-proline; (2S,3R)-3-Hydroxy-1-[(2-methyl-2-propanyl)oxy]carbonyl]-2-pyrrolidinecarboxylic acid
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Quality Control

Our Boc-cis-3-Hydroxy-L-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the high standards required for pharmaceutical research and development. Certificates of Analysis (COA) with detailed chromatographic data are provided for every shipment, ensuring full traceability and compliance with critical application requirements.

Storage

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

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥98.0%
Chiral Purity (HPLC) ≥99.0% ee
Water Content (KF) ≤0.5%
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.

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