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Methyl (2S)-2-(9H-Fluoren-9-Ylmethoxycarbonylamino)But-3-Enoate CAS NO 500872-35-5


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CAS No.:500872-35-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Methyl (2S)-2-(9H-Fluoren-9-Ylmethoxycarbonylamino)But-3-Enoate is a specialized Fmoc-protected amino acid derivative, specifically an Fmoc-dehydrobutyrine methyl ester. This compound matters as a critical chiral building block for the solid-phase synthesis of peptides and peptidomimetics, enabling the introduction of constrained, unsaturated side chains to modulate biological activity and stability. It is primarily needed by research institutions and pharmaceutical companies engaged in advanced peptide drug discovery, medicinal chemistry, and the development of novel therapeutic agents targeting a range of diseases.

Application

  • Peptide Synthesis: As a key intermediate in Solid-Phase Peptide Synthesis (SPPS) for incorporating dehydroamino acid residues.
  • Medicinal Chemistry: Used in the research and development of constrained peptide analogs and peptidomimetics with enhanced metabolic stability and receptor selectivity.
  • Pharmaceutical Intermediates: Serves as a chiral synthon for the production of more complex active pharmaceutical ingredients (APIs).
  • Bioconjugation: Potential use in creating peptide-based conjugates for drug delivery systems and diagnostic probes.
  • Chemical Biology Probes: Employed in the synthesis of tool compounds to study enzyme mechanisms and protein-protein interactions.
  • Academic Research: Utilized in university and institutional labs for studying peptide structure-activity relationships and folding.

Basic Information

Product Name Methyl (2S)-2-(9H-Fluoren-9-Ylmethoxycarbonylamino)But-3-Enoate
CAS No. 500872-35-5
Molecular Formula C22H21NO4
Molecular Weight 363.41 g/mol
Synonyms Fmoc-dehydrobutyrine methyl ester; (S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)but-3-enoate; Fmoc-Dhb-OMe; Methyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2,3-didehydrobutyrinate; (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]but-3-enoic acid methyl ester; Fmoc-δAbu-OMe; N-α-Fmoc-dehydro-α-aminobutyric acid methyl ester
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Quality Control

Our Methyl (2S)-2-(9H-Fluoren-9-Ylmethoxycarbonylamino)But-3-Enoate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high chemical purity and chiral integrity, meeting the stringent requirements for pharmaceutical research and development. Certificates of Analysis (COA) detailing purity, chiral purity, and impurity profiles are available upon request.

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); keep the container tightly sealed in a desiccated environment to maintain stability and prevent degradation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
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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