Description

Ethyl 3-o-Allyl-4,6-o-Benzylidene-2-o-Levulinoyl-1-Thio-β-D-Glucopyranoside is a sophisticated, multi-functionalized carbohydrate derivative, serving as a critical advanced intermediate in organic synthesis. Its complex structure, featuring orthogonal protecting groups (allyl, benzylidene, levulinoyl) and a thio-glycosidic linkage, provides exceptional versatility for the controlled, stepwise construction of complex glycomimetics and bioactive molecules. This compound is essential for research and development chemists in the pharmaceutical, agrochemical, and specialty chemical industries, where precise molecular assembly is paramount.

Application

• Pharmaceutical Intermediate: A key building block for the synthesis of novel glycosidase inhibitors, antiviral agents, and complex carbohydrate-based drug candidates.
• Glycochemistry Research: Used in the study of glycosylation reactions, enzyme mechanisms, and the development of new synthetic methodologies for oligosaccharides.
• Prodrug Development: The levulinoyl ester group can be utilized as a cleavable protecting group or linker in the design of targeted prodrug systems.
• Agrochemical Synthesis: Serves as a chiral precursor for creating bioactive molecules with potential herbicidal or insecticidal properties.
• Material Science: Potential monomer or precursor for synthesizing specialized polymers with unique surface or recognition properties.
• Chemical Biology Probes: Used to create labeled or tagged carbohydrate probes for studying biological recognition and signaling pathways.

Basic Information

Product Name	Ethyl 3-o-Allyl-4,6-o-Benzylidene-2-o-Levulinoyl-1-Thio-β-D-Glucopyranoside
CAS No.	1186583-16-3
Molecular Formula	C23H30O7S
Molecular Weight	450.55 g/mol
Synonyms	1-Thio-ethyl-3-O-allyl-4,6-O-benzylidene-2-O-levulinoyl-β-D-glucopyranoside; Ethyl 1-thio-3-O-allyl-4,6-O-(R)-benzylidene-2-O-levulinoyl-β-D-glucopyranoside; Ethyl 3-O-allyl-4,6-O-benzylidene-2-O-(4-oxopentanoyl)-1-thio-β-D-glucopyranoside; β-D-Glucopyranoside, ethyl 3-O-2-propen-1-yl-4,6-O-(phenylmethylene)-2-O-(4-oxopentanoyl)-1-thio-; Ethyl 3-allyl-4,6-benzylidene-2-levulinoyl-1-thio-β-D-glucopyranoside; CAS 1186583-16-3; Advanced thioglycoside donor; Protected glucopyranoside intermediate
EINECS	Contact for details

Quality Control

Our production of Ethyl 3-o-Allyl-4,6-o-Benzylidene-2-o-Levulinoyl-1-Thio-β-D-Glucopyranoside adheres to stringent in-process controls to ensure batch-to-batch consistency and high chemical purity. Each lot is fully characterized using advanced analytical techniques including NMR, HPLC, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment, supporting your R&D and regulatory documentation needs.

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); therefore, the container must be kept tightly sealed in a dry environment. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Specific Rotation [α]D20	-30° to -40° (c=1 in CHCl3)
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH guidelines

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