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(2S)-2-{[(Benzyloxy)Carbonyl](Methyl)Amino}-3-[4-(tert-Butoxy)Phenyl]Propanoic Acid CAS NO 67586-06-5


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CAS No.:67586-06-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S)-2-{[(Benzyloxy)Carbonyl](Methyl)Amino}-3-[4-(tert-Butoxy)Phenyl]Propanoic Acid is a high-purity, non-natural amino acid derivative featuring a tert-butoxy-protected phenylalanine backbone and a Cbz-protected N-methyl amine. This compound is a critical building block in advanced organic synthesis, particularly for the development of complex peptides and peptidomimetics. It is primarily utilized by pharmaceutical R&D and fine chemical synthesis teams requiring precise stereochemistry and orthogonal protecting groups.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel therapeutic peptides and protease inhibitors.
  • Peptidomimetic Synthesis: Used to introduce a modified phenylalanine residue with enhanced metabolic stability and altered physicochemical properties into peptide chains.
  • Chemical Biology Research: Employed as a probe or building block in the study of protein-protein interactions and enzyme mechanisms.
  • Custom Synthesis: Serves as a starting material for the contract manufacturing of specialized, high-value active pharmaceutical ingredients (APIs).
  • Academic Research: Utilized in university and institutional labs for methodological development in asymmetric synthesis and peptide chemistry.

Basic Information

Item Details
Product Name (2S)-2-{[(Benzyloxy)Carbonyl](Methyl)Amino}-3-[4-(tert-Butoxy)Phenyl]Propanoic Acid
CAS No. 67586-06-5
Molecular Formula C22H27NO5
Molecular Weight 385.46 g/mol
Synonyms N-Cbz-N-Methyl-O-tert-butyl-L-tyrosine; (S)-2-((((Benzyloxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid; Z-N-Me-Tyr(OtBu)-OH; Cbz-N-methyl-O-t-butyl-L-tyrosine; N-Carbobenzoxy-N-methyl-O-tert-butyl-L-tyrosine; N-Cbz-N-Me-Tyr(OtBu)-OH; Benzyl N-methyl-N-[(1S)-1-carboxy-2-[4-(tert-butoxy)phenyl]ethyl]carbamate
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Quality Control

Our production of this advanced intermediate adheres to stringent quality management systems. Each batch is characterized using advanced analytical techniques including HPLC, NMR, and mass spectrometry to ensure identity, purity, and chiral integrity. Certificates of Analysis (COA) with full analytical data are provided and can be tailored to meet specific customer or regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (typically 15-25°C). The product is light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (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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