Description

(4R)-1-(Trimethylsilyl)-4-(Trimethylsilyloxy)-L-Proline Trimethylsilyl Ester is a high-purity, protected proline derivative designed for advanced synthetic applications. This compound is a critical chiral building block and protecting group reagent, offering enhanced solubility and stability in non-polar organic media for complex multi-step syntheses. It is essential for researchers and process chemists in pharmaceutical development, particularly in the synthesis of peptides, peptidomimetics, and other bioactive molecules requiring precise stereochemical control.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of complex drug candidates, especially those containing proline or pyrrolidine scaffolds.
• Peptide Chemistry: Used as a protected amino acid derivative in solid-phase and solution-phase peptide synthesis to prevent racemization.
• Asymmetric Synthesis: Serves as a chiral auxiliary or ligand precursor in catalytic asymmetric reactions.
• Protecting Group Strategy: The trimethylsilyl (TMS) groups protect amine and alcohol functionalities, allowing selective deprotection in multi-functional molecules.
• Process Chemistry & Scale-up: Suitable for the development and optimization of scalable manufacturing routes for active pharmaceutical ingredients (APIs).
• Bioconjugation & Probe Development: Useful for modifying biomolecules or creating labeled compounds for research and diagnostics.

Basic Information

Product Name	(4R)-1-(Trimethylsilyl)-4-(Trimethylsilyloxy)-L-Proline Trimethylsilyl Ester
CAS No.	55429-66-8
Molecular Formula	C14H31NO3Si2
Molecular Weight	317.58 g/mol
Synonyms	L-Proline, 1-(trimethylsilyl)-4-[(trimethylsilyl)oxy]-, trimethylsilyl ester; (4R)-1-(Trimethylsilyl)-4-(trimethylsilyloxy)-L-proline trimethylsilyl ester; TMS-Proline TMS Ester; 1-TMS-4-(TMS-Oxy)-L-Proline TMS Ester; (2S,4R)-1-(Trimethylsilyl)-4-(trimethylsilyloxy)pyrrolidine-2-carboxylic acid trimethylsilyl ester; Protected L-Proline derivative; CAS 55429-66-8
EINECS	Contact for details

Quality Control

Our (4R)-1-(Trimethylsilyl)-4-(Trimethylsilyloxy)-L-Proline Trimethylsilyl Ester is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity. We provide comprehensive analytical data, including chiral purity and assay by HPLC, to support your R&D and regulatory requirements. Certificates of Analysis (COA) are available for every batch upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) to maintain stability. Keep away from heat and open flame.

Specification

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

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