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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] |
| EINECS | Contact for details |
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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