133218-06-1

Usage

Derivative of propyne

Highly reactive alkyne 1-trimethylsilyl-3-(4-fluorophenyl)-1-propyne is derived from propyne, which is a highly reactive alkyne, meaning it has a triple bond between two carbon atoms.

Contains a trimethylsilyl group

Silicon-based functional group The compound has a trimethylsilyl group, which is a silicon-based functional group often used to protect reactive functional groups in organic synthesis.

Presence of a fluorophenyl group

Suitable for pharmaceutical and agrochemical applications The presence of a fluorophenyl group in the molecule makes it suitable for use in various applications, such as pharmaceutical and agrochemical industries.

Use as a reagent

Organic synthesis 1-trimethylsilyl-3-(4-fluorophenyl)-1-propyne is used as a reagent in organic synthesis, helping to create new compounds.

Building block for complex molecules

Preparation of more complex organic molecules 1-trimethylsilyl-3-(4-fluorophenyl)-1-propyne serves as a building block for the preparation of more complex organic molecules, making it a valuable resource in the development of new compounds.

Unique structure and reactivity

Important tool for synthetic chemists The unique structure and reactivity of 1-trimethylsilyl-3-(4-fluorophenyl)-1-propyne make it an important tool for synthetic chemists in the development of new compounds for various applications.

Upstream product

• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 459-46-1 4-Fluorobenzyl bromide 

Downstream Products

• 1242272-15-6 MK-1029 
• 1242273-06-8 (7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester 
• 70090-68-5 1-fluoro-4-(prop-2-yn-1-yl)benzene 

Relevant academic research and scientific papers

Harnessing the Power of Catalysis for the Synthesis of CRTH2 Antagonist MK-1029

The synthetic strategy utilized to prepare clinical supplies of CRTH2 antagonist MK-1029 is described. Specifically, the approach communicated is predicated on the intervention of five distinct catalytic methods, using three separate metals and an enzyme, to enable successful construction of this complex active pharmaceutical ingredient.

Compound of dipyrrolopyridine structure Preparation method and medical application

The invention discloses a compound with a dipyrrolo-pyridine structure as well as a preparation method and medical application thereof. The compound provided by the invention has obvious inhibitory activity on JAK family proteins, is an effective JAK inhibitor, and has the prospect of being developed into drugs for inhibiting JAK and further treating diseases.

Bifunctional Biphenyl-2-ylphosphine Ligand Enables Tandem Gold-Catalyzed Propargylation of Aldehyde and Unexpected Cycloisomerization

Despite extensive studies in gold catalysis, σ-allenylgold species have not been invoked as catalytic intermediates and their reactivities not studied. This work reports for the first time they are generated in situ and undergo nucleophilic addition to activated aldehydes in a bifunctional phosphine ligand-enabled gold catalysis. This development reveals a broad range of opportunities to achieve propargylic C-H functionalization for the first time under catalytic and mild conditions. The homopropargylic alcohols generated undergo ligand-enabled cycloisomerizations involving an unexpected silyl migration.

SUBSTITUTED PHENOXYMETHYL DIHYDRO OXAZOLOPYRIMIDINONES, PREPARATION AND USE THEREOF

The present invention relates to a series of substituted phenoxymethyl dihydro oxazolopyrimidinones of formula (I) defined herein. This invention also relates to methods of making these compounds including novel intermediates. The compounds of this invent

INDOLE DERIVATIVES AS CRTH2 RECEPTOR ANTAGONISTS

Compound of formula (I) are antagonists of the PGD2 receptor, CRTH2, and as such are useful in the treatment and/or prevention of CRTH2-mediated diseases such as asthma.

A NOVEL AND EFFICIENT METHOD TO PREPARE 3-(HETERO)ARYL-1-PROPYNES AND ITS APPLICATION TO THE STEREOSELECTIVE SYNTHESIS OF (2E,4E)-N-(2-METHYLPROPYL)-6-(2-METHYLPROPYL)-6-(2-THIENYL)-2,4-HEXADIENAMIDE, PIPEROVATINE AND (E)-N-(2-METHYLPROPYL)-6-(4-METHOXYPHENYL)-4-HEXYN-2-ENAMIDE

Chemically pure 3-(hetero)aryl-1-propynes, 13, have been prepared in high overall yields by a novel method which involves: (a) a copper(I)-mediated cross-coupling between a halomethyl(hetero)arene, 16, and trimethylsilylethylmagnesium bromide, 17, to give a trimethylsilyl-3-(hetero)aryl-1-propyne, 18; (b) removal of the trimethylsilyl group from 18 by treatment with potassium fluoride dihydrate in DMF.One of these 1-alkynes, i.e. 3-(2-thienyl)-1-propyne, 13a, has been employed in the key step of a highly stereoselective synthesis of naturally-occurring (2E,4E)-N-(2-methylpropyl)-6-(2-thienyl)-2,4-hexadienamide, 6.On the other hand, 3-(4-methoxyphenyl)-1-propyne, 13b, has been used either in two stereoselective syntheses of another natural N-(2-methylpropyl) amide, i.e. piperovatine, 7, or in the preparation of a structural analogue of 7, i.e. (E)-N-(2-methylpropyl)-6-(4-methoxyphenyl)-4-hexyn-2-enamide, 15.