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Nα,1-Bis(Trimethylsilyl)-L-Tryptophan Trimethylsilyl Ester CAS NO 55429-28-2


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CAS No.:55429-28-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Nα,1-Bis(Trimethylsilyl)-L-Tryptophan Trimethylsilyl Ester is a highly specialized, fully silylated derivative of the essential amino acid L-tryptophan, designed for advanced synthetic applications. This compound is critical for protecting sensitive functional groups during complex multi-step organic synthesis, particularly in peptide and pharmaceutical research. It serves as a key synthetic intermediate for researchers and manufacturers in the pharmaceutical, biotechnology, and fine chemical sectors who require high-purity, moisture-sensitive building blocks for developing novel active pharmaceutical ingredients (APIs) and complex organic molecules.

Application

  • Advanced Pharmaceutical Intermediates: A crucial protected building block in the multi-step synthesis of complex peptides, peptidomimetics, and novel drug candidates.
  • Peptide Chemistry Research: Used in solid-phase and solution-phase peptide synthesis (SPPS) to protect the indole nitrogen and carboxylate groups of tryptophan, preventing side reactions.
  • Organometallic & Catalysis Studies: Serves as a precursor or ligand in organosilicon chemistry and catalytic system development due to its trimethylsilyl groups.
  • Fine Chemical Synthesis: Employed in the preparation of custom-designed, non-natural amino acids and other high-value specialty chemicals.
  • Bioconjugation & Probe Development: Useful for creating fluorescent or tagged tryptophan derivatives for biochemical and biophysical studies.
  • Process Development & Scale-up: Supports process chemistry teams in optimizing synthetic routes for API manufacturing under controlled, anhydrous conditions.

Basic Information

Product Name Nα,1-Bis(Trimethylsilyl)-L-Tryptophan Trimethylsilyl Ester
CAS No. 55429-28-2
Molecular Formula C₂₂H₄₀N₂O₂Si₃
Molecular Weight 464.82 g/mol
Synonyms L-Tryptophan, Nα,1-bis(trimethylsilyl)-, trimethylsilyl ester; Nα,N1-Bis(trimethylsilyl)-L-tryptophan trimethylsilyl ester; Fully silylated L-tryptophan; Tryptophan, Nα,1-bis(trimethylsilyl)-, trimethylsilyl ester, L-; (S)-2-((1-(Trimethylsilyl)-1H-indol-3-yl)methyl)-1-(trimethylsilyl)amino-1-oxo-3-(trimethylsilyl)oxyprop-1-en-2-olate (IUPAC-style); Protected L-Tryptophan derivative; TMS-Tryptophan-O-TMS
EINECS Contact for details

Quality Control

Our Nα,1-Bis(Trimethylsilyl)-L-Tryptophan Trimethylsilyl Ester is manufactured under strict quality-controlled, anhydrous conditions to ensure the highest standards of purity and consistency required for sensitive synthetic applications. Each batch is supported by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We adhere to cGMP principles where applicable, and our quality systems are designed to meet the rigorous demands of pharmaceutical R&D and production.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (argon or nitrogen) after opening to prevent degradation. Handle and store in a dry, inert environment.

Specification

Item Specification
Appearance Colorless to pale yellow viscous liquid or low-melting solid
Identification (IR) Conforms to structure
Assay (HPLC) ≥ 95.0%
Purity (HPLC, Area%) ≥ 97.0%
Optical Rotation [α]²⁰D Contact for details
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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