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n-Boc-3,4-Dehydro-D-Proline CAS NO 58617-29-1


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CAS No.:58617-29-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-Boc-3,4-Dehydro-D-Proline is a high-purity, protected amino acid derivative essential for advanced peptide synthesis and medicinal chemistry research. This compound serves as a critical chiral building block, enabling the introduction of a constrained dehydroproline scaffold into target molecules, which can significantly influence their conformational and biological properties. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers developing novel therapeutics, including protease inhibitors and other bioactive peptides.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel drug candidates, particularly protease inhibitors and peptide-based therapeutics.
  • Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate a conformationally restricted dehydroproline residue, modulating peptide backbone geometry and stability.
  • Medicinal Chemistry & SAR Studies: Employed to explore structure-activity relationships (SAR) by introducing rigidity and unsaturation into peptide analogs.
  • Bioconjugation & Probe Development: Serves as a precursor for creating labeled peptides or affinity probes for biochemical and diagnostic applications.
  • Academic & Institutional Research: Utilized in university and institutional labs for fundamental research in organic synthesis, asymmetric catalysis, and chemical biology.
  • Custom Synthesis & Contract Manufacturing: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for the production of bespoke compounds and complex APIs.

Basic Information

Product Name n-Boc-3,4-Dehydro-D-Proline
CAS No. 58617-29-1
Molecular Formula C₁₀H₁₅NO₄
Molecular Weight 213.23 g/mol
Synonyms (2R)-1-[(2-Methylpropan-2-yl)oxycarbonyl]-3,4-didehydropyrrolidine-2-carboxylic acid; tert-Butyl (2R)-3,4-didehydropyrrolidine-2-carboxylate 1-carboxylate; D-3,4-Dehydroproline N-Boc derivative; Boc-D-δ³,⁴-Pro-OH; N-Boc-3,4-dehydro-D-proline; (R)-1-Boc-3,4-dehydropyrrolidine-2-carboxylic acid; N-tert-Butoxycarbonyl-3,4-dehydro-D-proline
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Quality Control

Our n-Boc-3,4-Dehydro-D-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and comprehensive identification tests, to ensure it meets the high standards required for pharmaceutical research. Certificates of Analysis (COA) with detailed chromatographic data are provided for every shipment, ensuring full traceability and compliance with research-grade specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Keep container tightly sealed in a desiccated environment when not in use.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥98.0%
Chiral Purity (Chiral HPLC) ≥99.0% ee
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%

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

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