59499-27-3Relevant academic research and scientific papers
Total Synthesis of Salimabromide: A Tetracyclic Polyketide from a Marine Myxobacterium
Schmid, Matthias,Grossmann, Adriana S.,Wurst, Klaus,Magauer, Thomas
supporting information, p. 8444 - 8447 (2018/07/09)
Salimabromide is an antibiotic polyketide that was previously isolated from the obligate marine myxobacterium Enhygromyxa salina, and its densely functionalized and conformationally rigid tetracyclic framework is unprecedented in nature. Herein we report the first chemical synthesis of the target structure by employing a series of well-orchestrated, robust transformations, highlighted by an acid-promoted, powerful Wagner-Meerwein rearrangement/Friedel-Crafts cyclization sequence to forge the two adjacent quaternary carbon centers embedded in the tetrahydronaphthalene. A high-yielding ketiminium mediated [2+2]-cycloaddition was also utilized for the simultaneous construction of the remaining three stereocenters.
Method for preparing characterized
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Paragraph 0071; 0072, (2017/01/09)
The invention provides a preparation method of gefarnate. The preparation method is characterized by comprising the following steps: conducting phosphorylation reaction on bromobutyric acid ethyl ester and triphenylphosphine to obtain phosphorus ylide solution, conducting whittig reaction to the phosphorus ylide solution and geranylacetone to obtain farnesyl ethyl acetate; adding the farnesyl ethyl acetate into sodium hydroxide and N,N-dimethylformamide so as to conduct acidification reaction to obtain farnesyl acetic acid; and adding geraniol, dimethylbenzene and a polymerization inhibitor into farnesyl acetic acid for conducting heating reflux and vacuum concentration, and collecting fraction at 186-200 DEG C to obtain gefarnate. According to the method, the technical problems that the gefarnate obtained in the prior art is long in synthetic route, low in yield, low in yield purity, complicated in after-treatment, and not applicable to industrial production can be solved.
Synthesis of 5′-functionalized nucleosides: S-Adenosylhomocysteine analogues with the carbon-5′ and sulfur atoms replaced by a vinyl or halovinyl unit
Wnuk, Stanislaw F.,Sacasa, Pablo R.,Lewandowska, Elzbieta,Andrei, Daniela,Cai, Sumin,Borchardt, Ronald T.
, p. 5424 - 5433 (2008/12/21)
Adenosine and uridine analogues functionalized with alkenyl or fluoroalkenyl chain at C5′ were prepared employing cross-metathesis, Negishi couplings, and Wittig reactions. Metathesis of the protected 5′-deoxy-5′-methyleneadenosine or uridine analogues wi
A new catalytic Cu(II)/sparteine oxidant system for β,β-phenolic couplings of styrenyl phenols: Synthesis of carpanone and unnatural analogs
Daniels, R. Nathan,Fadeyi, Olugbeminiyi O.,Lindsley, Craig W.
supporting information; experimental part, p. 4097 - 4100 (2009/05/30)
(Chemical Equation Presented) A new catalytic Cu(ll)/sparteine system has been developed to promote β,β-phenolic couplings of styrenyl phenols en route to carpanone and related unnatural congeners in yields exceeding 85%.
Preparation of Four Geometric Isomers of (11E)-4,6,11-Hexadecatrienal and Their Effect toward Male Eri-Silk Moths
Tomida, Ichiro,Fuse, Takao
, p. 1760 - 1762 (2007/10/02)
Four geometric isomers of (11E)-4,6,11-hexadecatrienal were prepared, and their pheromone activity towards male eri-silk moths was evaluated.The EAG activity of each isomer was determined by the EAG-GLC method in order of increasing activity to be (4Z,6E,
