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(3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(1H-Indol-1-Yl)-Tetrahydro-2H-Pyran-3,4,5-Triol CAS NO 5059-37-0


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CAS No.:5059-37-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(1H-Indol-1-Yl)-Tetrahydro-2H-Pyran-3,4,5-Triol is a high-purity, stereochemically defined indole glycoside derivative that serves as a critical building block in advanced organic synthesis. Its unique molecular architecture, featuring a fused indole and tetrahydropyran ring system, makes it a valuable chiral intermediate for pharmaceutical research and development. This compound is primarily utilized by R&D chemists and process development scientists in the life sciences sector for creating novel therapeutic agents, particularly in oncology and neurology.

Application

  • Pharmaceutical Intermediate: Key chiral precursor for the synthesis of complex active pharmaceutical ingredients (APIs) and investigational new drugs.
  • Glycobiology Research: Used as a model compound or synthetic target in studies of carbohydrate-indole conjugates and their biological interactions.
  • Medicinal Chemistry: Serves as a core scaffold for structure-activity relationship (SAR) studies and library synthesis in drug discovery programs.
  • Process Chemistry: Employed in route scouting and optimization for the scalable production of indole-based therapeutics.
  • Bioconjugation: Potential use in the development of antibody-drug conjugates (ADCs) or other targeted delivery systems due to its functionalizable hydroxyl groups.
  • Academic Research: A valuable reagent for methodological development in asymmetric synthesis and glycosylation chemistry.

Basic Information

Product Name (3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(1H-Indol-1-Yl)-Tetrahydro-2H-Pyran-3,4,5-Triol
CAS No. 5059-37-0
Molecular Formula C15H19NO5
Molecular Weight 293.32 g/mol
Synonyms 1-(β-D-Glucopyranosyl)indole; 1-(β-D-Glucosyl)indole; 1H-Indol-1-yl β-D-glucopyranoside; Indol-1-yl β-D-glucoside; 1-Indolyl β-D-glucopyranoside; β-D-Glucopyranosyl indole; 1-(β-D-Glucopyranosyl)-1H-indole
EINECS Contact for details

Quality Control

Our (3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(1H-Indol-1-Yl)-Tetrahydro-2H-Pyran-3,4,5-Triol is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the exacting standards required for pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and specific tests is provided with every 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). This compound is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccant or inert atmosphere conditions.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 98.0%
Chiral Purity ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 10 ppm

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

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