Description

(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(Isopropylthio)Tetrahydro-2H-Pyran-3,4,5-Triyl Triacetate is a high-purity, fully acetylated thioglycoside derivative, serving as a critical protected intermediate in advanced organic synthesis. Its value lies in providing a stable, reactive scaffold for the controlled introduction of sulfur-linked isopropyl groups into complex carbohydrate and nucleoside analogs. This compound is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel antiviral agents, prodrugs, and enzyme inhibitors where precise stereochemistry and functional group manipulation are paramount.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of novel nucleoside analogs with potential antiviral or anticancer activity.
• Prodrug Development: Used to create masked or protected forms of active pharmaceutical ingredients (APIs) to improve bioavailability or stability.
• Glycochemistry Research: Serves as a versatile precursor for the synthesis of complex thioglycosides and modified sugars for biological studies.
• Chemical Biology Probes: Utilized in the development of activity-based probes or labeled compounds to study enzyme mechanisms and carbohydrate-protein interactions.
• Process Chemistry: Employed in scale-up routes for the production of specialty fine chemicals and advanced intermediates under GMP-like conditions.
• Academic & R&D: A valuable reagent for methodological development in synthetic organic chemistry, particularly in stereoselective glycosylation reactions.

Basic Information

Product Name	(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(Isopropylthio)Tetrahydro-2H-Pyran-3,4,5-Triyl Triacetate
CAS No.	55692-87-0
Molecular Formula	C17H26O9S
Molecular Weight	406.45 g/mol
Synonyms	1,2,3,4-Tetra-O-acetyl-6-S-isopropyl-6-thio-β-D-glucopyranose; 6-S-Isopropyl-6-thio-β-D-glucopyranose tetraacetate; 6-Deoxy-6-(isopropylthio)-1,2,3,4-tetra-O-acetyl-β-D-glucopyranose; β-D-Glucopyranose, 6-deoxy-6-(isopropylthio)-, 1,2,3,4-tetraacetate; Isopropyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside (common naming variant); 6-Thio-β-D-glucopyranose tetraacetate, 6-S-isopropyl derivative; Protected 6-thioglucose derivative
EINECS	Contact for details

Quality Control

Our production of (2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(Isopropylthio)Tetrahydro-2H-Pyran-3,4,5-Triyl Triacetate adheres to stringent quality management protocols to ensure batch-to-batch consistency and high chemical purity suitable for research and development applications. All materials are characterized by advanced analytical techniques including HPLC, NMR, and MS to confirm identity, stereochemical purity, and impurity profile. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed in a dry environment to prevent moisture absorption. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Specific Rotation	Contact for details
Water Content (KF)	≤ 1.0%
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.