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(2S,3S,4R)-3,4-Bis[(tert-Butyldimethylsilyl)Oxy]-2-Hexacosanoylamino-4-Octadecanol CAS NO 205371-68-2


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CAS No.:205371-68-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,3S,4R)-3,4-Bis[(tert-Butyldimethylsilyl)Oxy]-2-Hexacosanoylamino-4-Octadecanol is a high-purity, synthetic sphingolipid derivative, specifically a protected ceramide analog, designed for advanced research and pharmaceutical development. This compound is a critical building block for the synthesis of complex bioactive molecules, offering precise stereochemical control essential for studying cell signaling and membrane biology. It is primarily utilized by pharmaceutical researchers and fine chemical manufacturers engaged in lipidomics, drug discovery, and the development of novel therapeutic agents.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of novel sphingolipid-based drugs and active pharmaceutical ingredients (APIs).
  • Biochemical Research: Used as a standard or precursor in lipidomics research to investigate cell membrane structure, ceramide metabolism, and apoptosis signaling pathways.
  • Glycolipid Synthesis: Serves as a protected backbone for the chemical synthesis of complex glycosphingolipids and gangliosides for immunological studies.
  • Drug Discovery: Employed in high-throughput screening and as a tool compound to develop inhibitors or modulators of enzymes like ceramidases and sphingomyelinases.
  • Cosmeceutical R&D: Investigated as a high-value precursor for synthesizing skin-identical ceramides used in premium skincare formulations for barrier repair.
  • Academic Research: Provides a defined chemical tool for universities and research institutes studying the role of specific sphingolipid stereoisomers in biological systems.

Basic Information

Product Name (2S,3S,4R)-3,4-Bis[(tert-Butyldimethylsilyl)Oxy]-2-Hexacosanoylamino-4-Octadecanol
CAS No. 205371-68-2
Molecular Formula C56H115NO4Si2
Molecular Weight 922.7 g/mol
Synonyms N-Hexacosanoyl-3,4-bis-O-(tert-butyldimethylsilyl)-D-erythro-sphingosine; 3,4-Bis-O-(TBDMS)-D-erythro-C18-sphingosine N-hexacosanoate; TBDMS-protected C18-sphingosine C26:0 ceramide; N-(Hexacosanoyl)-3,4-bis-O-[(1,1-dimethylethyl)dimethylsilyl]-sphingosine; Ceramide (d18:1/26:0) 3,4-bis-TBDMS derivative; Protected Sphingolipid Intermediate 205371-68-2; (2S,3S,4R)-2-[(Hexacosanoyl)amino]-1,3,4-octadecanetriol 3,4-bis[(tert-butyldimethylsilyl) ether]
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Quality Control

Every batch of this advanced synthetic intermediate is produced under strict quality control in a cGMP-compliant environment to ensure identity, purity, and stereochemical integrity. Our products undergo rigorous analytical testing, including HPLC, NMR, and Mass Spectrometry, to confirm compliance with exacting customer specifications. Certificates of Analysis (COA) detailing purity, chiral purity, and impurity profiles are provided with each shipment, supporting traceability and regulatory requirements for research and development.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) in a dry, freezer. This compound is hygroscopic (moisture-sensitive) and light-sensitive. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation and moisture ingress.

Specification

Item Specification
Appearance White to off-white powder or solid
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Chiral Purity ≥ 99.0% ee (by chiral HPLC)
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH Q3C guidelines

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

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