5754-32-5Relevant academic research and scientific papers
SYNTHESIS OF HEPIALONE; PRINCIPAL COMPONENT FROM MALE SEX SCALES OF HEPIALUS CALIFORNICUS (LEPIDOPTERA)
Uchino, Keiso,Yamagiwa, Yoshiro,Kamikawa, Tadao,Kubo, Isao
, p. 1319 - 1320 (1985)
Racemic and optically active hepialone, a new sex-pheromonal component produced by the male moth, Hepialus californicus Bvd., was synthesized and thus confirmed the structure of the pheromone as (2R)-2,3-dihydro-2-ethyl-6-methyl-4H-pyran-4-one (1).
Asymmetric Synthesis of (1S,3S,5R)-1,3-Dimethyl-2,9-dioxabicyclononane Mediated by Fermenting Bakers' Yeast
Ohta, Hiromichi,Ozaki, Kazuhiko,Tsuchihashi, Gen-ichi
, p. 2225 - 2226 (1987)
Optically active (1S,3S,5R)-1,3-dimethyl-2,9-dioxabicyclononane has been synthesized in short steps including regio- and enantioselective reduction of 1,3-diketones by actively fermenting bakers' yeast.
Hydrogenation of Esters by Manganese Catalysts
Li, Xiao-Gen,Li, Fu,Xu, Yue,Xiao, Li-Jun,Xie, Jian-Hua,Zhou, Qi-Lin
, p. 744 - 749 (2022/01/13)
The hydrogenation of esters catalyzed by a manganese complex of phosphine-aminopyridine ligand was developed. Using this protocol, a variety of (hetero)aromatic and aliphatic carboxylates including biomass-derived esters and lactones were hydrogenated to primary alcohols with 63–98% yields. The manganese catalyst was found to be active for the hydrogenation of methyl benzoate, providing benzyl alcohol with turnover numbers (TON) as high as 45,000. Investigation of catalyst intermediates indicated that the amido manganese complex was the active catalyst species for the reaction. (Figure presented.).
Preparation of pyridine derivatives from the corresponding 5-acetal-1-carbonyl compounds by acid promoted cyclization
Konno, Hiroyuki,Mihara, Hiromichi,Watanabe, Yuki
, p. 1314 - 1329 (2021/07/19)
The synthesis of four alkylpyridine derivatives from 5-acetal-1-carbonyl compounds via the one-pot, acid-promoted cyclization of oxime intermediates is described. In addition, a dihydroxypyridine and pyridinium salt were also synthesized. The pyridine formation step was not affected by the stereochemistry of the precursors used.
Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
Said, Madhukar S.,Navale, Govinda R.,Gajbhiye, Jayant M.,Shinde, Sandip S.
, p. 28258 - 28261 (2019/09/30)
A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated (2H) epicedrol analogues. The chemo-enzymatic method was applied for the specific synthesis of 8-position labelled farnesyl pyrophosphate and epicedrol. EI-MS fragmentation ions compared with non-labelled and isotopic mass shift fragments suggest that the 2H of C6 migrates to the C7 position during the cyclization mechanism.
Unique photoaffinity probes to study TGFβ signaling and receptor fates
L?ngle,Wesseler,Fl?tgen,Leek,Plowright,Schade
supporting information, p. 4323 - 4326 (2019/04/26)
A novel synthetic approach is used to prepare a diverse set of "first-in-class" dihydropyridine-based TGFβ receptor degraders bearing photoaffinity labels. These probes serve as valuable tools to study TGFβ receptor fates and dynamics-an important challenge in chemical biology.
COMPOSITIONS FOR THE TREATMENT OF HYPERTENSION AND/OR FIBROSIS
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Paragraph 00105, (2018/04/20)
The present invention relates to novel compounds and their use in the prophylactic and/or therapeutic treatment of hypertension and/or fibrosis.
Synthesis of natural maleimides farinomaleins C-E and evaluation of their antifungal activity
Lahore, Santosh,Aiwale, Sachin T.,Sardi, Paola,Dallavalle, Sabrina
, p. 4196 - 4198 (2014/07/22)
A practical and convenient synthesis of naturally occurring farinomaleins C-E was achieved starting from readily available ethyl 3-methyl-2-oxobutyrate and triethyl phosphonoacetate. The key steps of the sequence included a Horner-Wadsworth-Emmons condensation to obtain the precursor farinomalein A and coupling with suitable alcohols to install the chain. The synthesis of farinomalein D has been achieved starting from (R)-isopropylideneglycerol on the basis of which the S configuration was assigned to the natural compound. The antifungal activity of the synthesized compounds was evaluated against Cladosporium cladosporioides.
Synthesis of natural maleimides farinomaleins C-E and evaluation of their antifungal activity
Lahore, Santosh,Aiwale, Sachin T.,Sardi, Paola,Dallavalle, Sabrina
, p. 4196 - 4198 (2015/02/05)
A practical and convenient synthesis of naturally occurring farinomaleins C-E was achieved starting from readily available ethyl 3-methyl-2-oxobutyrate and triethyl phosphonoacetate. The key steps of the sequence included a Horner-Wadsworth-Emmons condensation to obtain the precursor farinomalein A and coupling with suitable alcohols to install the chain. The synthesis of farinomalein D has been achieved starting from (R)-isopropylideneglycerol on the basis of which the S configuration was assigned to the natural compound. The antifungal activity of the synthesized compounds was evaluated against Cladosporium cladosporioides.
A shimizu non-aldol approach to the formal total synthesis of palmerolide A
Pujari, Sandip A.,Gowrisankar, Parthasarathy,Kaliappan, Krishna P.
scheme or table, p. 3137 - 3151 (2012/08/28)
A formal total synthesis of palmerolide A has been accomplished by assembling three fragments by means of successive Julia-Kocienski olefination, Yamaguchi esterification, and ring-closing metathesis (RCM). Our initial efforts to combine the first two fragments through a Julia-Kocienski reaction between a secondary sulfone and a ketone were not successful; nevertheless, it was feasible between a primary sulfone and aldehyde. Yamaguchi esterification with the third fragment then set the stage for a RCM reaction. Initial failure of the RCM with a PMB-ether adjacent to the olefins and the difficulty in cleaving the PMB-ether prompted us to change the choice of protecting groups, which then paved the way to the macrocyclic core of palmerolide A.
