Description

N2,N5,N5-Tris(Trimethylsilyl)-L-Ornithine Trimethylsilyl Ester is a highly functionalized, fully silylated derivative of the amino acid L-ornithine. This compound is a critical advanced synthetic intermediate and protecting group reagent, valued for its ability to mask reactive amine and carboxylic acid functionalities under demanding reaction conditions. It is primarily utilized by pharmaceutical R&D and fine chemical synthesis teams for the production of complex peptides, peptidomimetics, and other bioactive molecules.

Application

• Peptide Synthesis: Serves as a key protected building block for the solid-phase or solution-phase synthesis of peptides containing ornithine residues.
• Pharmaceutical Intermediates: Used in the multi-step synthesis of drug candidates, particularly those targeting cardiovascular, oncological, and metabolic diseases.
• Bioconjugation Chemistry: Acts as a precursor for creating linkers and spacers in antibody-drug conjugates (ADCs) and other bioconjugates.
• Protecting Group Strategy: The trimethylsilyl (TMS) groups provide orthogonal protection for amines and the ester, enabling selective deprotection in complex molecular architectures.
• Chemical Biology Research: Employed in the synthesis of labeled probes, enzyme inhibitors, and other tools for biochemical and cellular studies.
• Asymmetric Synthesis: Utilized in chiral pool synthesis due to its defined L-configuration, contributing to the stereoselective construction of natural products.

Basic Information

Product Name	N2,N5,N5-Tris(Trimethylsilyl)-L-Ornithine Trimethylsilyl Ester
CAS No.	55556-70-2
Molecular Formula	C17H43N2O2Si4
Molecular Weight	420.90 g/mol
Synonyms	L-Ornithine, N2,N5,N5-tris(trimethylsilyl)-, trimethylsilyl ester; Nδ,Nδ-Bis(trimethylsilyl)-Nα-(trimethylsilyl)-L-ornithine trimethylsilyl ester; Fully silylated L-ornithine; TMS-L-Ornithine-OTMS; Ornithine(TMS)4; (S)-2,5-Bis((trimethylsilyl)amino)pentanoic acid trimethylsilyl ester
EINECS	Contact for details

Quality Control

Our N2,N5,N5-Tris(Trimethylsilyl)-L-Ornithine Trimethylsilyl Ester is manufactured under controlled conditions to ensure high purity and batch-to-batch consistency. Quality is verified through a comprehensive suite of analytical techniques including HPLC, GC, NMR, and chiral analysis. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting identity, purity, and specific impurity profiles to support your regulatory and R&D requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., argon or nitrogen) due to its hygroscopic and moisture-sensitive nature. Allow the container to reach room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (HPLC)	≥ 99.0% (L-isomer)
Water Content (KF)	≤ 0.5%

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