Description

(2S,3S,3''S)-n-[3-(3-Acetoxy-3-Methoxycarbonylpropanamido)-3-tert-Butoxythiocarbonylpropanoyl]Azetidine-2-Thiocarboxylic Acid tert-Butyl Ester is a sophisticated chiral building block and advanced pharmaceutical intermediate designed for complex organic synthesis. Its intricate molecular architecture, featuring multiple protected functional groups, makes it a critical component in the development of novel active pharmaceutical ingredients (APIs), particularly in the fields of protease inhibitors and other biologically active compounds. This high-purity intermediate is essential for research institutions and pharmaceutical manufacturers engaged in asymmetric synthesis and process development for next-generation therapeutics.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex drug candidates, particularly protease inhibitors.
• Asymmetric Synthesis: Utilized in stereoselective reactions to construct molecules with specific three-dimensional configurations critical for biological activity.
• Peptidomimetic Research: Serves as a constrained, non-natural amino acid derivative for designing peptide-like molecules with enhanced stability and potency.
• Medicinal Chemistry: Used in lead optimization and structure-activity relationship (SAR) studies to explore new chemical entities.
• Process Chemistry Development: Employed in scaling up synthetic routes from laboratory to pilot plant and commercial manufacturing scales.
• Custom Synthesis: A starting material for contract research and manufacturing organizations (CROs/CMOs) producing specialized compounds for clients.

Basic Information

Product Name	(2S,3S,3''S)-n-[3-(3-Acetoxy-3-Methoxycarbonylpropanamido)-3-tert-Butoxythiocarbonylpropanoyl]Azetidine-2-Thiocarboxylic Acid tert-Butyl Ester
CAS No.	201283-57-0
Molecular Formula	C24H38N2O9S2
Molecular Weight	562.69 g/mol
Synonyms	1-tert-Butyl 2'-[(2S,3S)-3-[[(2S)-3-Acetoxy-2-methoxy-2-oxo-1-oxopropyl]amino]-2-(tert-butoxycarbonyl)-1-oxo-3-thioxopropyl]-2-azetidinecarbothioate; Azetidine-2-thiocarboxylic acid, N-[3-[[(2S)-3-(acetyloxy)-2-methoxy-1,2-dioxo-3-oxopropyl]amino]-3-[(1,1-dimethylethoxy)thioxomethyl]-1-oxopropyl]-, 1,1-dimethylethyl ester, (2S,3S,3''S)-; (2S,3S)-3-((S)-3-Acetoxy-2-methoxy-2-oxopropanamido)-3-((tert-butoxycarbonothioyl)thio)-2-((tert-butoxycarbonyl)thio)propanoic acid; Advanced Azetidine Thiocarboxylate Ester Intermediate; Chiral Azetidine Building Block; Boc-Azetidine-Thioester Derivative
EINECS	Contact for details

Quality Control

This high-value intermediate is produced under strict quality control protocols to ensure batch-to-batch consistency and purity essential for pharmaceutical R&D. Our quality system employs advanced analytical techniques including HPLC, NMR, and chiral analysis to verify identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all critical parameters are provided with each shipment. While not a final API, production follows GMP-like guidelines where applicable to support our clients' regulatory filings.

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 in a dry environment. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen to maintain stability.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% e.e.
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH Q3C guidelines

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