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(S)-1-tert-Butyl 5-Methyl 2-((tert-Butoxycarbonyl)Amino)Pentanedioate CAS NO 24277-38-1


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CAS No.:24277-38-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-1-tert-Butyl 5-Methyl 2-((tert-Butoxycarbonyl)Amino)Pentanedioate is a high-purity, chiral protected amino acid derivative essential for advanced organic synthesis. This compound is a critical building block for the controlled introduction of glutamic acid moieties in complex molecules, ensuring stereochemical integrity. It is primarily used by research institutions and pharmaceutical companies in the development of peptide-based therapeutics, enzyme inhibitors, and other bioactive compounds.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of peptide drugs, prodrugs, and enzyme inhibitors.
  • Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate protected glutamic acid residues with defined stereochemistry.
  • Chemical Biology Research: Serves as a building block for creating molecular probes, labeled peptides, and tools for studying biological pathways.
  • Asymmetric Synthesis: Employed in the synthesis of non-natural amino acids and other complex chiral molecules requiring high enantiomeric purity.
  • Protecting Group Strategy: Utilized in multi-step syntheses where orthogonal protection of the amino and carboxylic acid groups is required.

Basic Information

Product Name (S)-1-tert-Butyl 5-Methyl 2-((tert-Butoxycarbonyl)Amino)Pentanedioate
CAS No. 24277-38-1
Molecular Formula C15H27NO6
Molecular Weight 317.38 g/mol
Synonyms Boc-Glu(OtBu)-OMe; (S)-2-((tert-Butoxycarbonyl)amino)pentanedioic acid 1-tert-butyl 5-methyl ester; Boc-L-glutamic acid 5-methyl ester 1-tert-butyl ester; Boc-Glu(OMe)-OtBu; Methyl N-Boc-L-glutamate tert-butyl ester; N-Boc-L-glutamic acid 1-tert-butyl 5-methyl ester; N-α-Boc-L-glutamic acid α-tert-butyl γ-methyl ester
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Quality Control

Our (S)-1-tert-Butyl 5-Methyl 2-((tert-Butoxycarbonyl)Amino)Pentanedioate is manufactured under strict quality systems to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and optical rotation measurement to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided with every shipment.

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 storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Enantiomeric Purity (Chiral HPLC) ≥ 99.0% ee
Specific Rotation [α]D20 -15.0° to -18.0° (c=1 in CHCl3)
Water Content (KF) ≤ 0.5%

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

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