61210-52-4

Usage

Uses

Used in Organic Synthesis:
Trimethylsilylethynylmagnesium bromide is used as a reagent for the formation of carbon-carbon bonds in organic synthesis. Its high reactivity allows for the addition of the ethynyl group to various organic compounds, making it a valuable tool in creating complex molecules.
Used in Pharmaceutical Production:
Trimethylsilylethynylmagnesium bromide is used as a key intermediate in the synthesis of pharmaceuticals. Its ability to form carbon-carbon bonds enables the creation of complex molecular structures that are essential for the development of new drugs.
Used in Agrochemical Production:
Trimethylsilylethynylmagnesium bromide is used as a reagent in the production of agrochemicals. Its role in forming carbon-carbon bonds is crucial for the synthesis of active ingredients in pesticides and other agricultural chemicals.
Used in Materials Science:
Trimethylsilylethynylmagnesium bromide is used as a precursor in the development of new materials in materials science. Its reactivity and ability to form carbon-carbon bonds contribute to the creation of advanced materials with unique properties for various applications.

Upstream product

• 1066-54-2 trimethylsilylacetylene 
• 925-90-6 ethylmagnesium bromide 
• 693-03-8 n-butyl magnesium bromide 

Downstream Products

• 71789-10-1 1-trimethylsilyl-1,4-pentadiyne 
• 17963-42-7 1-Trimethylsilyl-3-methyl-1-heptyn-3-ol 
• 133218-04-9 1-trimethylsilyl-3-(2-thienyl)-1-propyne 
• 87219-80-5 1,1-diethoxy-3-(trimethylsilyl)prop-2-yne 
• 142052-36-6 (3,3-Bis-prop-2-ynyloxy-prop-1-ynyl)-trimethyl-silane 
• 99930-84-4 Trimethyl-((S)-toluene-4-sulfinylethynyl)-silane 
• 139750-84-8 Trimethyl-((S)-2-nitro-benzenesulfinylethynyl)-silane 
• 104480-62-8 (1S,2R)-2-Methyl-2-phenyl-1-trimethylsilanylethynyl-indan-1-ol 
• 104480-62-8 (1S,2S)-2-Methyl-2-phenyl-1-trimethylsilanylethynyl-indan-1-ol 
• 99930-83-3 (R)-ethynyl-p-tolyl-sulfoxide 
• 115062-58-3 5-{1-[4-(4-Methoxy-benzyloxy)-phenyl]-3-trimethylsilanyl-prop-2-ynyl}-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 115062-57-2 2-{1-[3-(4-Methoxy-benzyloxy)-phenyl]-3-trimethylsilanyl-prop-2-ynyl}-malonic acid diethyl ester 
• 80542-64-9 (3S,trans)-4-trimethylsilylethynyl-3-triphenylmethylamino-2-azetidinone 
• 88198-43-0 (3S,cis)-4-trimethylsilylethynyl-3-triphenylmethylamino-2-azetidinone 

Relevant academic research and scientific papers

MODULATORS OF ALPHA-1 ANTITRYPSIN

The disclosure provides compounds useful for treating alpha-1 antitrypsin deficiency (AATD), according to formula (I): tautomers thereof, pharmaceutically acceptable salts of the compounds, pharmaceutically acceptable salts of the tautomers, deuterated derivatives of the compounds, deuterated derivatives of the tautomers, and deuterated derivatives of the salts, solid forms of those compounds and processes for making those compounds.

ANTICANCER COMPOUND PROCESS

The present invention relates to a process for preparing compound 1 that useful as an anticancer agent. In particular, the invention seeks to provide new methodology for preparing compound 1 and substituted derivatives thereof.

Pheromone synthesis. Part 257: Synthesis of methyl (2E,4Z,7Z)-2,4,7-decatrienoate and methyl (E)-2,4,5-tetradecatrienoate, the pheromone components of the male dried bean beetle, Acanthoscelides obtectus (Say)

Tandem Dess-Martin oxidation/Wittig reaction of (2Z,5Z)-2,5-octadien-1-ol yielded methyl (2E,4Z,7Z)-2,4,7-decatrienoate, a newly discovered pheromone component of the male dried bean beetle, while that of (±)-2,3-dodecadien-1-ol gave (±)-methyl (E)-2,4,5-tetradecatrienoate, the racemate of the known and major pheromone component. Methyl (2E,4E,7Z)-2,4,7-decatrienoate was also synthesized, which is the methyl ester of an acid metabolite of a green alga. Reduction of 2,5-octadiyn-1-ol with Zn-Cu/EtOH cleanly gave (2Z,5Z)-2,5-octadien-1-ol.

Polyalkynylanthracenes-syntheses, structures and their behaviour towards UV irradiation

A series of bis- and tris[(trimethylsilyl)ethynyl]anthracenes (1,5-, 1,8-, 9,10- and 1,8,10-) has been synthesised by multistep (cross coupling) reactions and the behaviour of the SiMe3-functionalised alkynylanthracene derivatives towards UV irradiation was qualitatively studied by NMR spectroscopy. In the case of 9,10-bis[(trimethylsilyl)ethynyl]anthracene we observed a photodimerisation upon UV irradiation; the third example was reported for a symmetrically 9,10-difunctionalised anthracene derivative, besides those with small fluorine- and methyl-substituents. The anthracene dimerisation is completely thermally reversible and the temperature dependence of the cycloelimination reaction was studied by 1H VT-NMR experiments. The (deprotected) 1,5- and 1,8-diethynylanthracenes were converted with (dimethylamino)trimethylstannane to obtain the corresponding SnMe 3-functionalised alkynes, potentially useful as highly conjugated building blocks in Stille cross coupling reactions. The new anthracene compounds were completely characterised by multinuclear NMR spectroscopy, (high resolution) mass spectrometry and-in most cases-by X-ray diffraction experiments. This journal is the Partner Organisations 2014.

Design and synthesis of monofunctionalized, water-soluble conjugated polymers for biosensing and imaging applications

Water-soluble conjugated polymers with controlled molecular weight characteristics, absence of ionic groups, high emission quantum yields, and end groups capable of selective reactions of wide scope are desirable for improving their performance in various

Iron-catalyzed quick homocoupling reaction of aryl or alkynyl Grignard reagents using a phosphonium ionic liquid solvent system

The iron-catalyzed homocoupling reaction of aryl Grignard reagent was completed very quickly when the reaction was carried out in a phosphonium salt ionic liquid solvent system at 0°C for 5 min. Using a similar reaction system, the first example of the iron-catalyzed homocoupling reaction of alkynyl Grignard reagents has also been accomplished using the ionic liquid technology.

Tandem Zn-Brook rearrangement/ene-allene carbocyclization

The addition of metalated alkynes to acylsilanes leads to the corresponding α-propargylsilanol derivatives. On addition of ZnBr2, Zn-promoted Brook rearrangements take place to produce the propargyl/allenylzinc bromides, which undergo cyclization to give functionalized carbocycles as single diastereoisomers. Wiley-VCH Verlag GmbH & Co. KGaA.

Substituted quinolines for the treatment of protozoa and retrovirus co-infections

The invention relates to the use of quinolines having general formula (1), wherein R1 denotes H; alkyl C1-C15; alkenyl or alkynyl C2-C15; —CHO; heteroaryl; alkyl C1-C15 or alkenyl or alkynyl C2-C7 comprising at least one substituent selected from among O, halogen, —OH, —CHO, —COOH, aryloxycarbonyl, alkyloxycarbonyl C2-C8, alkenyloxycarbonyl C3-C9, nitrile, aryl, heteroaryl, arylsulphone, alkylsulphone C1-C7, thioalkyl or aminoalkyl C1-C7; alkenyl C2-C7 bearing at least one substituent selected from among NH2, aleoxy C1-C7, phenoxy, cycloakyl C3-C6 or heteroaryloxy, alkenyl or alkynyl C2-C15 comprising at least one trialkylsilyl C1-C7; R2, in position 3, 6 or 8, denotes H; halogen; —OH; —CHO; —COOH; alkyl or aleoxy C1-C7; —NH2; alkenyl C2-C7; or alkynyl C2-C10; R1 and R2 do not both denote H. The invention is used for the preparation of a medicine to treat protozoan and retrovirus co-infections.

Total synthesis of (±)-cylindrospermopsin

The first total synthesis of the novel hepatotoxin (±)- cylindrospermopson (1) has been accomplished in 20 steps from 4-methoxy-3- methylpyridine (12) in 3.5% overall yield. The substituted piperidine A ring 19 was generated stereospecifically by a four-step sequence using the addition of trimethylsilylethynylmagnesium bromide to 12 to give 16 and stereospecific addition of vinylcuprate to 16 to form 17. The reaction of diamine 26 with cyanogen bromide produced the cyclic guanidine C ring of 27. The key step in the synthesis was bromination of ketone 31, followed by hydrogenation to liberate the free guanidine, which underwent an intramolecular S(N)2 reaction to form the tetrahydropyrimidine ring B of 32. Further hydrogenation reduced the ketone to yield 42% of 32 containing the fully functionalized tricyclic system and protected hydroxymethyluracil side chain of cylindrospermopsin. Hydrolysis of the pyrimidine in concentrated hydrochloric acid and selective monosulfation completed the synthesis of cylindrospermopsin.

1,1,2,2-Tetraethynylethanes: Synthons for tetraethynylethenes and modules for acetylenic molecular scaffolding

The synthesis of functionalized 1,1,2,2-tetraethynylethanes(= 3,4-diethynylhexa-1,5-diynes) as synthons for tetraethynylethenes (3,4-diethynylhex-3-ene-1,5-diynes) and as building blocks for three-dimensional acetylenic molecular scaffolding targeting the