Description

(3S)-4α-Vinyl-3-β-D-Glucopyranosyloxy-3,4,4Aβ,5,6,7-Hexahydro-8H-Pyrano[3,4-C]Pyridin-8-One is a complex, high-purity glycosylated alkaloid derivative with significant potential in advanced organic synthesis and pharmaceutical research. Its unique molecular architecture, featuring a vinyl group and a glucopyranosyl moiety fused to a hexahydro-pyrano[3,4-c]pyridinone core, makes it a valuable chiral building block and synthetic intermediate. This compound is primarily sought by research chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries for the development of novel active ingredients and complex natural product analogs.

Application

• Pharmaceutical Intermediate: Serves as a key chiral precursor in the synthesis of novel drug candidates, particularly for central nervous system (CNS) or anti-infective therapeutics.
• Glycosylation Chemistry Research: Used as a model substrate to study enzymatic or chemical glycosylation reactions and sugar moiety transfer mechanisms.
• Natural Product Synthesis: Acts as a sophisticated building block for the total or semi-synthesis of complex natural products with potential biological activity.
• Chiral Pool Synthesis: Provides a source of defined stereochemistry for the asymmetric synthesis of other valuable compounds, eliminating the need for complex resolution steps.
• Agrochemical Development: Investigated as an intermediate for creating new, more selective pesticides or herbicides with novel modes of action.
• Bioconjugation & Probe Development: Potential use in creating chemical probes or bioconjugates for biochemical and diagnostic research due to its reactive vinyl handle.

Basic Information

Item	Details
Product Name	(3S)-4α-Vinyl-3-β-D-Glucopyranosyloxy-3,4,4Aβ,5,6,7-Hexahydro-8H-Pyrano[3,4-C]Pyridin-8-One
CAS No.	1398-17-0
Molecular Formula	C₁₆H₂₁NO₇
Molecular Weight	339.34 g/mol
Synonyms	4α-Vinyl-3β-D-glucopyranosyloxy-3,4,4aβ,5,6,7-hexahydro-8H-pyrano[3,4-c]pyridin-8-one; (3S)-4α-Vinyl-3β-D-glucopyranosyloxy-3,4,4aβ,5,6,7-hexahydro-8H-pyrano[3,4-c]pyridin-8-one; 1398-17-0; UNII-6V7S62D6Q8; 6V7S62D6Q8; SCHEMBL218422; Pyrano[3,4-c]pyridin-8-one, 3,4,4aβ,5,6,7-hexahydro-4α-vinyl-3β-D-glucopyranosyloxy-, (3S)-
EINECS	Contact for details

Quality Control

Our (3S)-4α-Vinyl-3-β-D-Glucopyranosyloxy-3,4,4Aβ,5,6,7-Hexahydro-8H-Pyrano[3,4-C]Pyridin-8-One is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity. Each lot undergoes comprehensive analytical characterization, including HPLC for purity, NMR for structural confirmation, and optical rotation for chiral integrity. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting all relevant specifications. We support development projects requiring material that meets research-grade or higher standards.

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 (moisture-sensitive) nature, the container must be kept tightly sealed in a dry environment to prevent product degradation or clumping. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Specific Optical Rotation	Contact for details
Water Content (KF)	≤ 5.0%
Residual Solvents (GC)	Complies with ICH guidelines

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