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(7S)-9-Acetyl-7β-[[(R)-Tetrahydro-2H-Pyran-2-Yl]Oxy]-7,8,9,10-Tetrahydro-6,9β,11-Trihydroxynaphthacene-5,12-Dione CAS NO 94854-44-1


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CAS No.:94854-44-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(7S)-9-Acetyl-7β-[[(R)-Tetrahydro-2H-Pyran-2-Yl]Oxy]-7,8,9,10-Tetrahydro-6,9β,11-Trihydroxynaphthacene-5,12-Dione is a complex, high-purity synthetic intermediate with a functionalized naphthacenequinone core structure. This compound matters for its role as a key chiral building block in advanced organic synthesis, particularly for the construction of structurally intricate molecules. It is primarily needed by research institutions and pharmaceutical development teams working on novel therapeutics, including potential anticancer agents and antibiotics derived from anthracycline analogs.

Application

  • Pharmaceutical Intermediate: Serves as a critical precursor in the multi-step synthesis of complex active pharmaceutical ingredients (APIs), especially those with tetracyclic frameworks.
  • Anticancer Drug Research: Used in R&D for developing novel anthracycline-like compounds, leveraging its naphthacene-5,12-dione scaffold which is known for intercalation with DNA.
  • Chemical Biology Probe Development: Acts as a scaffold for creating molecular probes to study enzyme interactions and cellular pathways due to its functional group diversity.
  • Asymmetric Synthesis: Utilized in stereoselective reactions, where its chiral centers (at positions 7S and the R-configured THP group) are essential for inducing desired stereochemistry in final products.
  • Academic & Process Chemistry: Employed in university and industrial labs for methodological studies in total synthesis and process optimization for complex natural products.

Basic Information

Product Name (7S)-9-Acetyl-7β-[[(R)-Tetrahydro-2H-Pyran-2-Yl]Oxy]-7,8,9,10-Tetrahydro-6,9β,11-Trihydroxynaphthacene-5,12-Dione
CAS No. 94854-44-1
Molecular Formula C25H26O9
Molecular Weight 470.47 g/mol
Synonyms 9-Acetyl-7,8,9,10-tetrahydro-6,9,11-trihydroxy-7-[(2R)-tetrahydro-2H-pyran-2-yl]oxy-naphthacene-5,12-dione; (7S,9R)-9-Acetyl-7-[(2R)-tetrahydro-2H-pyran-2-yl]oxy-7,8,9,10-tetrahydro-6,9,11-trihydroxynaphthacene-5,12-dione; 7-THP-protected Aklavinone derivative; 7-Deoxyaklavinone 7-(R)-tetrahydropyranyl ether; Aklavinone intermediate; 94854-44-1; 5,12-Naphthacenedione derivative
EINECS Contact for details

Quality Control

Our (7S)-9-Acetyl-7β-[[(R)-Tetrahydro-2H-Pyran-2-Yl]Oxy]-7,8,9,10-Tetrahydro-6,9β,11-Trihydroxynaphthacene-5,12-Dione is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical characterization to ensure identity, purity, and consistency, meeting the stringent requirements for advanced synthetic intermediates. Certificates of Analysis (COA) detailing HPLC purity, chiral purity, and spectroscopic data are provided and available upon request.

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 to prevent degradation. For long-term storage, consider using desiccants.

Specification

Item Specification
Appearance Yellow to orange crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥ 97.0%
Chiral Purity (Chiral HPLC) ≥ 98.0% de
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.2%
Heavy Metals ≤ 20 ppm

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

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