Description

tert-Butyl (4R)-2,2-Dioxo-4-Phenyl-1,2,3-Oxathiazolidine-3-Carboxylate is a high-value chiral building block and synthetic intermediate of significant interest in advanced organic synthesis. Its core value lies in its role as a protected form of a cyclic sulfamidate, which is a versatile electrophile for the stereoselective introduction of nitrogen-containing functional groups. This compound is primarily needed by research and development chemists in the pharmaceutical and agrochemical industries for the construction of complex molecules, particularly in the synthesis of active pharmaceutical ingredients (APIs) and novel bioactive compounds.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the development of new drug candidates, especially those requiring stereochemically defined amine or amino alcohol motifs.
• Asymmetric Synthesis: Serves as an electrophilic amination reagent in stereocontrolled reactions to install nitrogen atoms with high enantiomeric purity.
• API Synthesis: Used in the multi-step synthesis of complex Active Pharmaceutical Ingredients (APIs) where the (4R) configuration is critical for biological activity.
• Medicinal Chemistry Research: A valuable tool compound for exploring structure-activity relationships (SAR) in early-stage drug discovery programs.
• Agrochemical Development: Intermediate in the synthesis of chiral herbicides, fungicides, or insecticides that require specific stereochemistry for efficacy.
• Methodology Development: Used by academic and industrial researchers to develop new synthetic methodologies involving ring-opening reactions of cyclic sulfamidates.

Basic Information

Product Name	tert-Butyl (4R)-2,2-Dioxo-4-Phenyl-1,2,3-Oxathiazolidine-3-Carboxylate
CAS No.	1209467-60-6
Molecular Formula	C13H15NO5S
Molecular Weight	297.33 g/mol
Synonyms	(4R)-3-(tert-Butoxycarbonyl)-4-phenyl-1,2,3-oxathiazolidine 2,2-dioxide; (R)-tert-Butyl 2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate; (R)-3-Boc-4-phenyl-1,2,3-oxathiazolidine-2,2-dioxide; (R)-N-Boc-4-phenyl-1,2,3-oxathiazolidine-2,2-dioxide; tert-Butyl (R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate; (R)-4-Phenyl-3-((tert-butoxy)carbonyl)-1,2,3-oxathiazolidine 2,2-dioxide; (R)-4-Phenyl-1,2,3-oxathiazolidine-3-carboxylic acid tert-butyl ester 2,2-dioxide
EINECS	Contact for details

Quality Control

Our tert-Butyl (4R)-2,2-Dioxo-4-Phenyl-1,2,3-Oxathiazolidine-3-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC for enantiomeric purity and NMR for structural confirmation, to ensure it meets the high standards required for research and development. Certificates of Analysis (COA) detailing purity, chiral purity, and impurity profiles are provided with every shipment to guarantee traceability and consistency for your critical synthetic applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (typically 15-25°C). This compound may be moisture-sensitive; keep the container tightly sealed under an inert atmosphere if specified. Keep away from strong oxidizing agents.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Melting Point	Contact for details
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 20 ppm

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