Description

tert-Butyl (4S)-4-(Methoxymethyl)-2,2-dioxo-oxathiazolidine-3-carboxylate is a high-purity chiral building block and synthetic intermediate of significant interest in advanced pharmaceutical research and development. Its value lies in its role as a key precursor for the synthesis of complex, biologically active molecules, particularly those targeting neurological and metabolic disorders. This compound is essential for medicinal chemists and process development scientists in the pharmaceutical and biotechnology industries who require enantiomerically pure intermediates for new drug candidates. The CAS number for this compound is 2023006-41-7.

Application

• Pharmaceutical Intermediate: A critical chiral synthon in the multi-step synthesis of novel active pharmaceutical ingredients (APIs), particularly for central nervous system (CNS) and metabolic disease targets.
• Protease Inhibitor Development: Serves as a core structural element in the design and synthesis of potent protease inhibitors, leveraging the oxathiazolidine dioxide moiety as a transition-state mimic.
• Peptidomimetics & Constrained Peptide Analogues: Used to introduce conformationally restricted, non-natural amino acid motifs into peptide chains to enhance stability, bioavailability, and receptor selectivity.
• Asymmetric Synthesis: Provides a source of chiral induction in stereoselective chemical transformations, enabling the construction of complex molecular architectures with high enantiomeric purity.
• Process Chemistry & Scale-Up: Employed in the development and optimization of robust, scalable synthetic routes for kilogram-to-ton scale production of target drug molecules.
• Academic & Contract Research: A valuable reagent for research institutions and CROs (Contract Research Organizations) exploring new synthetic methodologies and biological mechanisms.

Basic Information

Product Name	tert-Butyl (4S)-4-(Methoxymethyl)-2,2-dioxo-oxathiazolidine-3-carboxylate
CAS No.	2023006-41-7
Molecular Formula	C10H17NO6S
Molecular Weight	279.31 g/mol
Synonyms	(4S)-3-[(1,1-Dimethylethoxy)carbonyl]-4-(methoxymethyl)-1,2,3-oxathiazolidine 2,2-dioxide; tert-Butyl (4S)-4-(methoxymethyl)-2,2-dioxo-1,2,3-oxathiazolidine-3-carboxylate; (S)-tert-Butyl 4-(methoxymethyl)-2,2-dioxo-2λ⁶,1,3-oxathiazolidine-3-carboxylate; (S)-Oxathiazolidine dioxide tert-butyl ester; Chiral Oxathiazolidine Dioxide Ester; Boc-Protected Oxathiazolidine Dioxide Derivative
EINECS	Contact for details

Quality Control

Our tert-Butyl (4S)-4-(Methoxymethyl)-2,2-dioxo-oxathiazolidine-3-carboxylate is manufactured under strict quality management systems to ensure batch-to-batch consistency and high chemical purity suitable for pharmaceutical research. Each lot undergoes comprehensive analytical characterization, including chiral purity verification, to meet the stringent requirements of advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed and consideration should be given to storage under an inert atmosphere for long-term preservation of quality.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
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.