Description

3-Oxazolidinecarboxylic acid, 4-[(2R)-2-[[[(1,1-diMethylethyl)diMethylsilyl]oxy]Methyl]-5-[(Methylsulfonyl)oxy]pentyl]-2,2-diMethyl-, 1,1-diMethylethyl ester, (4S)- is a sophisticated, high-purity chiral building block and advanced pharmaceutical intermediate. Its value lies in its complex, protected molecular structure, which is designed for precise incorporation into larger, biologically active molecules during multi-step synthesis. This compound is essential for research and development chemists and process scale-up teams in the pharmaceutical and fine chemical industries, particularly those developing novel therapeutic agents.

Application

• Pharmaceutical Intermediate: A critical chiral synthon in the multi-step synthesis of complex active pharmaceutical ingredients (APIs), particularly for candidates targeting central nervous system (CNS) disorders, antivirals, or oncology.
• Peptidomimetic Research: Serves as a key scaffold for constructing peptidomimetics and constrained peptide analogs, where the oxazolidine ring influences conformation and bioavailability.
• Asymmetric Synthesis: Utilized as a building block in stereoselective synthesis to introduce specific chiral centers with high enantiomeric purity into target molecules.
• Process Chemistry Development: Employed in route scouting and optimization for the commercial-scale manufacturing of new chemical entities (NCEs).
• Protecting Group Strategy: The tert-butyldimethylsilyl (TBDMS) and tert-butyl ester groups are integral to sophisticated protection/deprotection sequences in complex organic syntheses.
• Medicinal Chemistry: Used in structure-activity relationship (SAR) studies to explore and optimize the biological activity of lead compounds.

Basic Information

Product Name	3-Oxazolidinecarboxylic acid, 4-[(2R)-2-[[[(1,1-diMethylethyl)diMethylsilyl]oxy]Methyl]-5-[(Methylsulfonyl)oxy]pentyl]-2,2-diMethyl-, 1,1-diMethylethyl ester, (4S)-
CAS No.	942144-36-7
Molecular Formula	C22H45NO6SSi
Molecular Weight	479.75 g/mol
Synonyms	(4S)-4-[(2R)-2-[[(tert-Butyldimethylsilyl)oxy]methyl]-5-[(methylsulfonyl)oxy]pentyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid tert-butyl ester; tert-Butyl (4S)-4-[(2R)-2-[[(tert-butyldimethylsilyl)oxy]methyl]-5-(methylsulfonyloxy)pentyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate; (4S)-TBDMS Protected Oxazolidine Ester Mesylate; Advanced Chiral Oxazolidine Synthon; TBDMS-Oxazolidine Building Block
EINECS	Contact for details

Quality Control

This high-value intermediate is manufactured under strict quality control protocols to ensure batch-to-batch consistency and purity required for sensitive pharmaceutical applications. Our quality system employs advanced analytical techniques including HPLC, GC, NMR, and chiral analysis to verify identity, potency, and impurity profiles. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment to support your regulatory and R&D documentation.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when opening to prevent degradation. For long-term storage, consider storing desiccated at 2-8°C.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Purity (HPLC, Area %)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

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