Description

Bicyclo[3.1.0]Hexane-2,3,4-Triol, 1-(Hydroxymethyl)-, (1S,2S,3R,4R,5R)- (9Ci) is a high-value, stereochemically defined polyhydroxylated bicyclic compound, serving as a sophisticated chiral building block and synthetic intermediate. Its rigid, functionalized structure is critical for imparting specific three-dimensional orientation and bioactivity in advanced molecular architectures. This compound is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel antiviral agents, enzyme inhibitors, and complex carbohydrate mimetics, where precise stereochemistry is non-negotiable for efficacy.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of nucleoside analogues and other potent antiviral or anticancer drug candidates.
• Chemical Biology Probe Development: Used to create molecular probes for studying enzyme mechanisms and carbohydrate-protein interactions.
• Advanced Material Synthesis: Serves as a precursor for functionalized polymers or ligands with specific stereochemical requirements.
• Asymmetric Catalysis: Employed in the development of chiral ligands or organocatalysts for stereoselective transformations.
• Glycomimetics & Glycoconjugate Research: Acts as a core scaffold for mimicking complex sugar structures in medicinal chemistry.
• Process Chemistry & Route Scouting: Utilized in the research and development (R&D) phase for optimizing synthetic pathways to complex targets.

Basic Information

Product Name	Bicyclo[3.1.0]Hexane-2,3,4-Triol, 1-(Hydroxymethyl)-, (1S,2S,3R,4R,5R)- (9Ci)
CAS No.	495397-80-3
Molecular Formula	C7H12O4
Molecular Weight	160.17 g/mol
Synonyms	(1S,2S,3R,4R,5R)-1-(Hydroxymethyl)bicyclo[3.1.0]hexane-2,3,4-triol; (1S,2S,3R,4R,5R)-1-(Hydroxymethyl)-2,3,4-bicyclo[3.1.0]hexanetriol; 1-(Hydroxymethyl)-2,3,4-bicyclo[3.1.0]hexanetriol (stereoisomer); Bicyclo[3.1.0]hexane-2,3,4-triol, 1-(hydroxymethyl)-, (1α,2α,3β,4β,5α)-; Carbocyclic sugar analogue; Chiral bicyclohexane triol derivative.
EINECS	Contact for details

Quality Control

Every batch of this advanced intermediate is produced under strict quality management protocols to ensure identity, purity, and stereochemical integrity. Our analytical suite includes HPLC, chiral HPLC, NMR, and mass spectrometry for comprehensive characterization. A detailed Certificate of Analysis (COA) is provided with each shipment, confirming compliance with customer specifications and supporting regulatory filings for research and development.

Storage

Preserve in a tightly closed container, protected from light. Due to its hygroscopic nature, store under an inert atmosphere (e.g., nitrogen or argon) in a cool, dry place. For long-term stability, storage at 2-8°C is recommended. Allow the container to reach ambient temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to reference spectrum
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.1%

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