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tert-Butyldimethyl(((S,E)-3-((E)-2-((1R,3As,7Ar)-7A-Methyl-1-((R)-6-Methylheptan-2-Yl)Hexahydro-1H-Inden-4(2H)-Ylidene)Ethylidene)-4-Methylenecyclohexyl)Oxy)Silane CAS NO 87649-56-7
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CAS No.:87649-56-7
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
tert-Butyldimethyl(((S,E)-3-((E)-2-((1R,3As,7Ar)-7A-Methyl-1-((R)-6-Methylheptan-2-Yl)Hexahydro-1H-Inden-4(2H)-Ylidene)Ethylidene)-4-Methylenecyclohexyl)Oxy)Silane is a sophisticated organosilicon protecting group reagent, specifically designed for the selective protection of hydroxyl groups in complex organic synthesis. Its primary value lies in its robust steric bulk and chiral specificity, which provides exceptional stability under a wide range of reaction conditions while enabling stereoselective transformations. This high-purity intermediate is essential for research and development chemists in the pharmaceutical and advanced agrochemical sectors, where it is used to construct intricate, biologically active molecules.
Application
- Synthetic Intermediate for Vitamin D Analogues: A critical building block in the multi-step synthesis of calcitriol and other secosteroid-based therapeutics.
- Chiral Auxiliary in Asymmetric Synthesis: Utilized to introduce and control stereochemistry in the synthesis of complex natural products and active pharmaceutical ingredients (APIs).
- Hydroxyl Group Protection: Serves as a highly effective tert-butyldimethylsilyl (TBDMS) protecting group reagent for sensitive alcohols in multi-step organic syntheses.
- Pharmaceutical R&D: Key starting material (KSM) or advanced intermediate in the development of new drug candidates targeting metabolic and bone-related disorders.
- Process Chemistry Development: Used in scaling up synthetic routes for commercial pharmaceutical production, where its consistent purity and reactivity are paramount.
- Reference Standard: Employed as a high-purity analytical standard for quality control and method development in regulatory and analytical laboratories.
Basic Information
| Item | Detail |
|---|---|
| Product Name | tert-Butyldimethyl(((S,E)-3-((E)-2-((1R,3As,7Ar)-7A-Methyl-1-((R)-6-Methylheptan-2-Yl)Hexahydro-1H-Inden-4(2H)-Ylidene)Ethylidene)-4-Methylenecyclohexyl)Oxy)Silane |
| CAS No. | 87649-56-7 |
| Molecular Formula | C29H52OSi |
| Molecular Weight | 444.81 g/mol |
| Synonyms | (3S,5E,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol, 3-(tert-butyldimethylsilyl) ether; (3S,5E,7E)-3-[(tert-Butyldimethylsilyl)oxy]-9,10-secocholesta-5,7,10(19)-triene; TBDMS Ether of (3S,5E,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol; Vitamin D3 TBDMS Ether (specific isomer); Steroid TBDMS Protecting Reagent; Chiral TBDMS Reagent; Contact for additional synonyms. |
| EINECS | Contact for details |
Quality Control
Our production of this high-value synthetic intermediate adheres to strict quality management protocols, ensuring batch-to-batch consistency for critical R&D and scale-up work. Quality is verified through advanced analytical techniques including HPLC, GC, and NMR spectroscopy. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with each shipment to support your regulatory and process documentation needs.
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 under an inert atmosphere (e.g., nitrogen or argon) when opening the container to prevent degradation. Keep away from fluoride sources and strong alkali.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline solid or powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% (Area %) |
| Specific Rotation | Contact for details |
| Water Content (KF) | ≤ 0.5% |
| Residual Solvents (GC) | Meets ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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