50420-73-0

Upstream product

• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 1427728-80-0 (((4-bromo-2-methylbut-3-yn-2-yl)oxy)methyl)benzene 
• 102632-99-5 1-phenyl-4-penten-1-ol 
• 882980-43-0 2-benzyloxy-1-methylpyridinium triflate 

Downstream Products

• 27674-74-4 [(tert-pentyloxy)methyl]benzene 
• 50624-95-8 5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester 
• 69939-73-7 5-Benzyloxy-1-dimethylamino-5-methyl-hex-3-yn-2-ol 
• 3079-29-6 undecyl methyl sulfoxide 
• 108604-33-7 (1,1-Dimethyl-tridec-2-ynyloxymethyl)-benzene 
• 869810-44-6 ethyl 5-(benzyloxy)-5-methylhexa-2,3-dienoate 
• 869810-45-7 5-(benzyloxy)-5-methylhexa-2,3-dien-1-ol 
• 869810-24-2 5-(benzyloxy)-5-methylhexa-2,3-dienyl acetate 
• 50624-96-9 5-Benzyloxy-2-ethoxyethynyl-2-hydroxy-5-methyl-hex-3-ynoic acid tert-butyl ester 
• 50625-00-8 2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 4-methyl ester 
• 50624-98-1 2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 1-tert-butyl ester 4-methyl ester 
• 50624-99-2 2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 1-tert-butyl ester 4-ethyl ester 
• 26909-60-4 dimethyl 2-hydroxy-2-(3-hydroxy-3-methylbutyl)succinate 
• 1159604-61-1 tert-butyl 5-(benzyloxy)-5-methylhex-3-ynoate 

Relevant academic research and scientific papers

BTK Inhibitors and uses thereof

The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.

Palladium-Catalyzed Carbo-Oxygenation of Propargylic Amines using in Situ Tether Formation

1,2-Amino alcohols and α-aminocarbonyls are frequently found in natural products, drugs, chiral auxiliaries, and catalysts. This work reports a new method for the palladium-catalyzed oxyalkynylation and oxyarylation of propargylic amines. The reaction is perfectly regioselective based on the in situ introduction of a hemiacetal tether derived from trifluoroacetaldehyde. cis-Selective carbo-oxygenation was achieved for terminal alkynes, whereas internal alkynes gave trans-carbo-oxygenation products. The obtained enol ethers could be easily transformed into 1,2-amino alcohols or α-amino ketones using hydrogenation or hydrolysis, respectively.

Development of triazine-based benzylating reagents possessing T-butyl group on the triazine core: Thermally controllable reagents for the initiation of reaction

Benzylating reagents, 4-(4,6-di-t-butyl-1,3,5-triazin-2-yl)-4-benzylmorpholinium triflate, and related derivatives have been developed. The reagents release benzyl triflate as a benzyl cation equivalent upon heating the solution to 40°C under neutral conditions. The O-benzylation of alcohols using a stoichiometric amount of these reagents afforded corresponding benzyl ethers in good to high yields. This was due to the presence of a bulky t-butyl group on the triazine ring of these reagents that prevents the consumption of benzyl triflate via a side reaction with a morpholinotriazine derivative.

DIOXOLANONE INTERMEDIATE USEFUL IN THE SYNTHESIS OF HOMOHARRINGTONINE

The invention discloses 2-((2R,4R)-4-(4-(benzyloxy)-4-methylpent-2-yn-1-yl)-2-(tert-butyl)-5-oxo-1,3-dioxolan-4-yl)acetic acid of formula (XIX), a process for its preparation and processes for its conversion into enantiomerically pure (R)-2-(2-methoxy-2-o

N,N′-Dimethylated Benzyloxytriazinedione: A Stable Solid Reagent for Acid-Catalyzed O-Benzylation

N,N′-Dimethylated 6-(benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione (DMBOT) has been developed as a triazinedione-based, stable solid reagent for acid-catalyzed O-benzylation. The conceptual basis of the design was to fix the core triazinedione skeleton, and

One-Pot Three-Component Synthesis of Vicinal Diamines via In Situ Aminal Formation and Carboamination

A synthesis of vicinal diamines via in situ aminal formation and carboamination of allyl amines is reported. Employing highly electron-poor trifluoromethyl aldimines in their stable hemiaminal form was key to enable both a fast and complete aminal formation as well as the palladium-catalyzed carboamination step. The conditions developed allow the introduction of a wide variety of alkynyl, vinyl, aryl, and hetereoaryl groups with complete regioselectivity and high diastereoselectivity. The reaction exhibits a high functional-group tolerance. Importantly, either nitrogen atom of the imidazolidine products can be selectively deprotected, while removal of the aminal tether can be achieved in a single step under mild conditions to reveal the free diamine. We expect that this work will promote the further use of mixed aminal tethers in organic synthesis.

THERAPEUTIC COMPOUNDS AND USES THEREOF

The present invention relates to compounds of formula (I): and to salts thereof, wherein R1-R6 have any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of TAF1. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various TAF1-mediated disorders.

Nickel(0)-promoted carboxylation of allenamides with carbon dioxide via a nickelalactone intermediate

Nickel(0)-promoted carboxylation of N-allenylamides (allenamides) with carbon dioxide proceeded via a nickelalactone intermediate to give β-amino acid derivatives. It was also found that the regioselectivity at the oxidative addition stage was strongly af

Palladium-catalyzed trifluoroethylation of terminal alkynes with 1,1,1-trifluoro-2-iodoethane

An efficient Csp-CH2CF3 bond-forming reaction via Pd-catalyzed 2,2,2-trifluoroethylation of aryl and alkyl terminal alkynes has been developed. This protocol proceeds under mild conditions using the readily available and cheap reagent CF3CH2I as the source of the CH2CF3 group. Various terminal aryl alkynes as well as alkylacetylenes can be transformed into the corresponding trifluoroethylated products in good-to-excellent yields. The method is tolerant of carbonyl, nitro, ester, cyano, and even formyl groups.

Pd(0)-catalyzed alkene oxy- and aminoalkynylation with aliphatic bromoacetylenes

Tetrahydrofurans and pyrrolidines are among the most important heterocycles found in bioactive compounds. Cyclization-functionalization domino reactions of alcohols or amines onto olefins constitute one of the most efficient methods to access them. In this context, oxy- and aminoalkynylation are especially important reactions, because of the numerous transformations possible with the triple bond of acetylenes, yet these methods have been limited to the use of silyl protected acetylenes. Herein, we report the first palladium-catalyzed oxy- and aminoalkynylation using aliphatic bromoalkynes, which proceeded with high diastereoselectivity and functional group tolerance. A one-pot hydrogenation of the triple bond gave then access to alkyl-substituted tetrahydrofurans and pyrroldines. Finally, a detailed study of the side products formed during the reaction gave a first insight into the reaction mechanism.