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Methyl (2R)-3-(1H-Indol-3-Yl)-2-[(2-Methylpropan-2-Yl)Oxycarbonylamino]Propanoate CAS NO 151872-21-8


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CAS No.:151872-21-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Methyl (2R)-3-(1H-Indol-3-Yl)-2-[(2-Methylpropan-2-Yl)Oxycarbonylamino]Propanoate is a high-purity chiral amino acid derivative, specifically an N-Boc protected tryptophan methyl ester, which serves as a critical building block in advanced organic synthesis. Its primary value lies in enabling the stereoselective construction of complex peptides and pharmaceutical intermediates with high enantiomeric purity. This compound is essential for research and development chemists in the pharmaceutical, biotechnology, and agrochemical industries who require reliable, high-quality chiral synthons for drug discovery and process development.

Application

  • Pharmaceutical Intermediate: Key chiral precursor in the synthesis of peptide-based therapeutics, enzyme inhibitors, and other bioactive molecules.
  • Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) for the controlled incorporation of tryptophan residues under mild conditions.
  • Asymmetric Synthesis: Serves as a starting material or chiral auxiliary in catalytic asymmetric transformations to create complex molecular architectures.
  • Proteomics Research: Employed in the design and synthesis of labeled peptides, peptide mimetics, and molecular probes for biochemical studies.
  • Agrochemical Development: Potential intermediate in the synthesis of chiral active ingredients for crop protection agents.
  • Academic & Industrial R&D: A valuable reagent for methodological development in organic chemistry and medicinal chemistry programs.

Basic Information

Product Name Methyl (2R)-3-(1H-Indol-3-Yl)-2-[(2-Methylpropan-2-Yl)Oxycarbonylamino]Propanoate
CAS No. 151872-21-8
Molecular Formula C18H24N2O4
Molecular Weight 332.40 g/mol
Synonyms (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoate; (R)-N-Boc-Tryptophan methyl ester; Boc-D-Trp-OMe; Boc-D-Tryptophan methyl ester; Methyl (R)-2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoate; (2R)-2-[[(2-Methylpropan-2-yl)oxycarbonyl]amino]-3-(1H-indol-3-yl)propanoic acid methyl ester; D-N-Boc-Tryptophan Methyl Ester; (R)-2-(Boc-amino)-3-(1H-indol-3-yl)-propionic acid methyl ester
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Quality Control

Our production of Methyl (2R)-3-(1H-Indol-3-Yl)-2-[(2-Methylpropan-2-Yl)Oxycarbonylamino]Propanoate adheres to stringent quality management protocols to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and chiral analysis to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided and can be tailored to meet specific customer or regulatory requirements, supporting applications in cGMP environments.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The product is light-sensitive (store away from light). For long-term storage, consider holding under inert atmosphere to maintain optimal purity and prevent degradation.

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%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0%
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 10 ppm

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

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