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Other Specialized Reagents

tert-butyl-dimethyl-[[(2R)-oxiran-2-yl]methoxy]silane

Category:

Other Specialized Reagents

CAS NO:

124150-87-4

Standard:

In-house Standards,

Price Range:

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Main Sales Markets:

North America,Central/South America,Western Europe,Eastern Europe,Asia

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Capot Chemical Co., Ltd.

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Basic Info

CAS Number

124150-87-4

Pharmacopoeia

In-house Standards

Grade

pharmaceutical grade

Is Manufacturer

YES

Packaging & Delivery

Packaging Specification

1kg、5kg、25kg

Product Description

tert-butyl-dimethyl-[[(2R)-oxiran-2-yl]methoxy]silane、124150-87-4

AI Product Description

*The following content is generated by AI and is for reference only.

tert-Butyl-dimethyl-[[(2R)-oxiran-2-yl]methoxy]silane is a specialized organosilicon compound widely utilized in advanced organic synthesis and pharmaceutical research. Characterized by its chiral epoxide functionality coupled with a bulky silyl protecting group, this reagent serves as a critical intermediate for the stereoselective construction of complex molecular architectures. The molecule features a (2R)-configured oxirane ring attached to a methylene bridge, which is further linked to a tert-butyldimethylsilyl (TBS) ether moiety. This unique structural arrangement provides dual utility: the epoxide ring acts as a versatile electrophile for nucleophilic ring-opening reactions, while the TBS group offers robust protection for hydroxyl functionalities under various reaction conditions. The primary application of this compound lies in asymmetric synthesis, where it facilitates the creation of enantiomerically pure alcohols and diols essential for drug discovery. Researchers frequently employ it to synthesize beta-hydroxy silanes or to introduce chiral centers into target molecules with high stereochemical fidelity. Due to the stability of the TBS group against mild acidic and basic conditions, yet its susceptibility to removal by specific fluoride sources like tetrabutylammonium fluoride (TBAF), it allows for orthogonal protection strategies in multi-step synthesis pathways. Furthermore, its compatibility with a wide range of transition metal catalysts makes it valuable in cross-coupling reactions and polymer chemistry modifications. Although commercially available, handling requires standard safety precautions due to potential skin irritation and reactivity with strong acids or bases. Its distinct 3D structure enables precise spatial control in medicinal chemistry projects aiming to optimize pharmacokinetic properties. As the demand for chiral building blocks grows within the biotechnology and fine chemical industries, tert-butyl-dimethyl-[[(2R)-oxiran-2-yl]methoxy]silane remains an indispensable tool for chemists developing next-generation therapeutics and functional materials. Its ability to bridge silicon chemistry with chiral epoxide reactivity underscores its significance in modern synthetic methodology.