- Development of a Storable Triazinone-Based Reagent for O- p-Methoxybenzylation under Mild Heating Conditions
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A new triazinone-based reagent for O-p-methoxybenzylation has been developed. In spite of its stability in solid form, this reagent converts a free alcohol into the corresponding p-methoxybenzyl ether with mild heating (50-60 °C) in a solution. High funct
- Fujita, Hikaru,Terasaki, Hiromitsu,Kakuyama, Satoshi,Hioki, Kazuhito,Kunishima, Munetaka
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supporting information
(2019/05/08)
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- Efficient syntheses of climate relevant isoprene nitrates and (1R,5S)-(-)-myrtenol nitrate
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Here we report the chemoselective synthesis of several important, climate relevant isoprene nitrates using silver nitrate to mediate a 'halide for nitrate' substitution. Employing readily available starting materials, reagents and Horner-Wadsworth-Emmons chemistry the synthesis of easily separable, synthetically versatile 'key building blocks' (E)- and (Z)-3-methyl-4-chlorobut-2-en-1-ol as well as (E)- and (Z)-1-((2-methyl-4-bromobut-2-enyloxy)methyl)-4-methoxybenzene has been achieved using cheap, 'off the shelf' materials. Exploiting their reactivity we have studied their ability to undergo an 'allylic halide for allylic nitrate' substitution reaction which we demonstrate generates (E)- and (Z)-3-methyl-4-hydroxybut-2-enyl nitrate, and (E)- and (Z)-2-methyl-4-hydroxybut-2-enyl nitrates ('isoprene nitrates') in 66-80% overall yields. Using NOESY experiments the elucidation of the carbon-carbon double bond configuration within the purified isoprene nitrates has been established. Further exemplifying our 'halide for nitrate' substitution chemistry we outline the straightforward transformation of (1R,2S)-(-)-myrtenol bromide into the previously unknown monoterpene nitrate (1R,2S)-(-)-myrtenol nitrate.
- Bew, Sean P.,Hiatt-Gipson, Glyn D.,Mills, Graham P.,Reeves, Claire E.
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p. 1081 - 1095
(2016/07/06)
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- 6-VINYL PYRIMIDINE AND PYRIMIDINONE DERIVATIVES AND THE USE THEREOF
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The invention relates to 6-vinyl pyrimidine pyrimidinone derivatives and the use thereof as medicaments in particular for the treatment of HTV infections, the use thereof for preparing pharmaceutical compositions and methods for the preparation thereof.
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Page/Page column 17
(2010/12/18)
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- Dihydro-alkylthio-benzyl-oxopyrimidines as inhibitors of reverse transcriptase: Synthesis and rationalization of the biological data on both wild-type enzyme and relevant clinical mutants
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A series of novel S-DABO analogues, characterized by different substitution patterns at positions 2, 5, and 6 of the heterocyclic ring, were synthesized in a straightforward fashion by means of parallel synthesis and evaluated as inhibitors of human immun
- Mugnaini, Claudia,Alongi, Maddalena,Togninelli, Andrea,Gevariya, Harsukh,Brizzi, Antonella,Manetti, Fabrizio,Bernardini, Cesare,Angeli, Lucilla,Tafi, Andrea,Bellucci, Luca,Corelli, Federico,Massa, Silvio,Maga, Giovanni,Samuele, Alberta,Facchini, Marcella,Clotet-Codina, Imma,Armand-Ugón, Mercedes,Esté, José A.,Botta, Maurizio
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p. 6580 - 6595
(2008/04/12)
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- 6-VINYL PYRIMIDINE AND PYRIMIDINONE DERIVATIVES AND THE USE THEREOF
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The invention relates to 6-vinyl pyrimidine pyrimidinone derivatives and the use thereof as medicaments in particular for the treatment of HTV infections, the use thereof for preparing pharmaceutical compositions and methods for the preparation thereof.
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Page/Page column 33-34
(2010/11/27)
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