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n-Fmoc-3-(S)-Amino-2-(S)-Hydroxy-3-Naphthalen-1-Yl-Propionic Acid CAS NO 959573-34-3


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CAS No.:959573-34-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-Fmoc-3-(S)-Amino-2-(S)-Hydroxy-3-Naphthalen-1-Yl-Propionic Acid CAS NO 959573-34-3 is a sophisticated, non-natural amino acid derivative featuring a naphthalene side chain and orthogonal protecting groups. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, enabling precise control over molecular architecture. It is primarily utilized by pharmaceutical R&D and process chemistry teams developing novel therapeutic agents, including enzyme inhibitors and receptor modulators.

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key intermediate for incorporating a rigid, hydrophobic naphthalene moiety into peptide sequences to influence folding and bioactivity.
  • Peptidomimetic Drug Discovery: Serves as a scaffold for creating conformationally constrained analogs to enhance metabolic stability and target binding affinity.
  • Pharmaceutical Intermediate: Used in the research and development of potential active pharmaceutical ingredients (APIs), particularly in oncology and metabolic disease research.
  • Chemical Biology Probes: Employed in the synthesis of labeled or tagged peptides for studying protein-protein interactions and cellular pathways.
  • Asymmetric Synthesis: Utilized as a chiral synthon in the preparation of more complex, enantiomerically pure organic molecules.

Basic Information

Product Name n-Fmoc-3-(S)-Amino-2-(S)-Hydroxy-3-Naphthalen-1-Yl-Propionic Acid
CAS No. 959573-34-3
Molecular Formula C₂₈H₂₃NO₅
Molecular Weight 453.49 g/mol
Synonyms Fmoc-3-Amino-2-Hydroxy-3-(1-naphthyl)propionic acid; (2S,3S)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxy-3-(naphthalen-1-yl)propanoic acid; Fmoc-Ahp(1-Nal)-OH; Fmoc-(2S,3S)-β-Hydroxy-β-(1-naphthyl)phenylalanine; Fmoc-β-Hydroxy-1-naphthylalanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(1-naphthyl)-β-hydroxy-L-phenylalanine
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Quality Control

Our production of this advanced chiral intermediate adheres to stringent in-process controls to ensure high chemical and enantiomeric purity. Every batch is fully characterized using HPLC, NMR, and optical rotation analysis. A comprehensive Certificate of Analysis (COA) detailing identity, purity (typically >97%), and chiral excess is provided with each shipment, supporting cGMP-compliant research and development workflows.

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. Allow the sealed container to reach room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 97.0%
Chiral Purity (HPLC) ≥ 99.0% de
Water Content (KF) ≤ 1.0%
Heavy Metals ≤ 20 ppm

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

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