Description

(2S,3S,4S,5R,6S)-3,4,5-Tris(Benzyloxy)-2-(Iodomethyl)-6-Methoxytetrahydro-2H-Pyran is a sophisticated, stereochemically defined carbohydrate derivative and a key iodomethylated synthetic intermediate. Its precise stereochemistry and functional groups make it a critical building block for the synthesis of complex oligosaccharides, glycoconjugates, and nucleoside analogs. This high-purity compound is essential for pharmaceutical R&D and advanced organic synthesis, particularly in developing new therapeutic agents and bioactive molecules.

Application

• Pharmaceutical Intermediate: A crucial precursor in the synthesis of novel nucleoside-based antiviral and anticancer drugs.
• Glycochemistry Research: Serves as a key glycosyl donor or acceptor for constructing complex, stereocontrolled oligosaccharide chains.
• Glycoconjugate Synthesis: Used in the preparation of glycopeptides, glycolipids, and other biologically active conjugates for drug discovery.
• Chemical Biology Probes: Enables the development of labeled carbohydrate probes for studying biological recognition and signaling pathways.
• Process Chemistry: Employed in route development and scale-up for active pharmaceutical ingredients (APIs) requiring specific carbohydrate motifs.
• Academic & Industrial R&D: A valuable reagent for methodology development in synthetic organic and medicinal chemistry.

Basic Information

Product Name	(2S,3S,4S,5R,6S)-3,4,5-Tris(Benzyloxy)-2-(Iodomethyl)-6-Methoxytetrahydro-2H-Pyran
CAS No.	85716-43-4
Molecular Formula	C29H31IO6
Molecular Weight	602.46 g/mol
Synonyms	2-Iodomethyl-3,4,5-tris-O-benzyl-6-methoxy-tetrahydropyran; 3,4,5-Tris-O-benzyl-2-iodomethyl-6-methoxy-tetrahydropyran; 6-Methoxy-3,4,5-tris-O-benzyl-2-iodomethyl-tetrahydropyran; 2-(Iodomethyl)-3,4,5-tris(benzyloxy)-6-methoxy-tetrahydro-2H-pyran; Benzyl 2-iodomethyl-3,4,5-tris-O-benzyl-6-methoxy-glucopyranoside derivative; Tris-O-benzyl iodomethyl glucoside methyl ether; Glycosyl iodide derivative
EINECS	Contact for details

Quality Control

Our (2S,3S,4S,5R,6S)-3,4,5-Tris(Benzyloxy)-2-(Iodomethyl)-6-Methoxytetrahydro-2H-Pyran is manufactured under strict quality control protocols to ensure high chemical purity and stereochemical integrity, suitable for demanding synthetic applications. Each batch is characterized by advanced analytical techniques including NMR, HPLC, and mass spectrometry. Certificates of Analysis (COA) detailing purity, identity, and impurity profiles are provided to guarantee batch-to-batch consistency and support your regulatory documentation.

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 light-sensitive and should be handled under an inert atmosphere when appropriate to ensure long-term stability. Keep the container tightly sealed to prevent moisture absorption.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Specific Rotation	Contact for details
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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