160425-48-9

Usage

Uses

Used in Chemical Synthesis:
2-(T-BUTYL DIMETHYLSILYL)-1-METHYL IMADAZOLE is used as a synthetic intermediate for the development of various organic compounds. Its tert-butyldimethylsilyl group provides a versatile handle for further functionalization and modification, making it a valuable building block in the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(T-BUTYL DIMETHYLSILYL)-1-METHYL IMADAZOLE is used as a key component in the design and synthesis of novel drug candidates. Its unique structure allows for the development of molecules with potential therapeutic applications, targeting a wide range of diseases and conditions.
Used in Material Science:
2-(T-BUTYL DIMETHYLSILYL)-1-METHYL IMADAZOLE is utilized in the field of material science for the development of advanced materials with specific properties. Its incorporation into polymers and other materials can lead to improved performance characteristics, such as enhanced stability, reactivity, or selectivity.
Used in Analytical Chemistry:
In analytical chemistry, 2-(T-BUTYL DIMETHYLSILYL)-1-METHYL IMADAZOLE serves as a reagent or a derivatizing agent for the detection and analysis of various compounds. Its unique chemical properties enable selective reactions and interactions with target molecules, facilitating their identification and quantification.
Used in Catalyst Design:
2-(T-BUTYL DIMETHYLSILYL)-1-METHYL IMADAZOLE is employed in the design and development of catalysts for various chemical reactions. Its structure can be tailored to promote specific catalytic activities, leading to improved reaction rates and selectivity in industrial processes.

InChI:InChI=1/C10H20N2Si/c1-10(2,3)13(5,6)9-11-7-8-12(9)4/h7-8H,1-6H3

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 260052-35-5 4-(3-Chloro-phenyl)-6-[(4-chloro-phenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-1-cyclopropylmethyl-1H-quinolin-2-one 

Relevant academic research and scientific papers

Dynamic equilibrium of self-assembled cyclic trimer and tetramer of 1-methyl-5-imidazolylcobalt(III)porhyrin

Dynamic equilibrium of self-assembled multi-porphyrin systems is of interest in obtaining switchable photoresponsive material, but rarely reported. 1-methyl-5-imidazolylcobalt(III)porphyrin (1Co) synthesized here assembled automatically into cyclic trimer and tetramer by intermolecular imidazolyl-cobalt(III) coordination. The trimer-tetramer equilibrium was dependent on concentration and solvent, as examined by NMR spectrometry. In CDCl3, the tetramer formation was favored at high concentrations, as the ratio of the trimer to the tetramer was 1:2 at 14.8 mM 1Co, and shifted to 1:8 at 74 mM. Further, when the sample was concentrated from a CHCl3 solution to dryness, the ratio increased to 1:24 on dissolution. In CD 3OD, on the other hand, only the trimer was observed in the wide concentration range. Accordingly, both the trimeric and the tetrameric structures could be prepared selectively by the choice of concentration and solvent.

Highly regioselective C-5 alkynylation of imidazoles by one-pot sequential bromination and Sonogashira cross coupling

A variety of 2-substituted 5-alkynyl-1H-imidazoles were easily prepared by a one-pot sequential procedure involving a highly regioselective electrophilic C-5 bromination of 1,2-dimethyl-1H-imidazole, 2-chloro-1-methyl-1H-imidazole, and 2-aryl-1-methyl-1H-imidazoles, followed by an efficient palladium/copper co-catalyzed Sonogashira-type alkynylation.

A novel series of IKKβ inhibitors part II: Description of a potent and pharmacologically active series of analogs

A novel series of (E)-1-((2-(1-methyl-1H-imidazol-5-yl) quinolin-4-yl) methylene) thiosemicarbazides was discovered as potent inhibitors of IKKβ. In this Letter we document our efforts at further optimization of this series, culminating in 2 with submicromolar potency in a HWB assay and efficacy in a CIA mouse model.

Cross-coupling methods for the large-scale preparation of an imidazole - Thienopyridine: Synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine

The multihundred-gram synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine (1) is described utilizing a Stille cross-coupling of an iodothienopyridine (3) with 5-(tributylstannyl)-1-methylimidazole (11). Several cross-coupling methods were evaluated for the conversion of thienopyridine 3 to imidazole - thienopyridine 2, but only two were effective: the Stille coupling and a Negishi cross-coupling of the organozinc reagent derived from 2-(tertbutyldimethylsilyl)-1-methylimidazole and iodothienopyridine (3). The latter procedure worked well on laboratory scale (50 g), but was capricious upon scale-up. The issues with scale-up of an organostannane reagent are discussed, including control and analysis of organotin levels.

Studies on β-lactam antibiotics, synthesis and antibacterial activity of novel 1β-methylcarbapenems related to FR21818: 5-membered ring analogs

The synthesis and biological activity of the novel series of 1β-methylcarbapenems 1 are described. Most compounds displayed extremely potent antibacterial activity and high renal DHP-I stability. The best compound in this series, FR21818 (1a) displayed ex

The use of vinyl imidazoles as Diels-Alder dienes

The first use of a vinylimidazole as a Diels-Alder diene is reported. Semiempirical calculations are used to characterize 1-methyl-5-vinylimidazole as an electron-rich diene