5187-71-3Relevant academic research and scientific papers
A Synthetic Approach to Furanocembranolides
Kondo, Akihiro,Ochi, Takeshi,Iio, Hideo,Tokoroyama, Takashi,Siro, Motoo
, p. 1491 - 1494 (1987)
The furanocembranoid skeleton of lophotoxin-type has been constructed efficiently by a method utilizing the formation reaction of a furan ring for the macrocyclization.
Enantiopure 2,9-Dideuterodecane – Preparation and Proof of Enantiopurity
Christoffers, Jens,Eru?ar, Gülsera,Fsadni, Miriam H.,Golding, Bernard T.,Mitschke, Nico,Roberts, Amy R.,Sadeghi, Majid M.,Wilkes, Heinz
, p. 3854 - 3863 (2021/08/24)
(R,R)- and (S,S)-(2,9-2H2)-n-Decane were prepared regio- and stereospecifically in 25–26 % yield over five steps from commercially available enantiopure (R)- and (S)-propylene oxide, respectively. The synthetic procedure involved nucleophilic displacement of (R)- and (S)-4-toluenesulfonic acid 1-methyl-4-pentenyl ester with LiAlD4 to furnish the respective (5-2H)-1-hexenes. Subsequent olefin metathesis and reduction of the double bond furnished the title compounds. The optical purity of (R,R)- and (S,S)-(2,9-2H2)-n-decane could not be determined by chromatography or polarimetry. Therefore, (R,R)- and (R,S)-(5-2H)-3-hydroxy-2-hexanone were prepared from their respective hexenes by Wacker oxidation, followed by enantioselective α-hydroxylation. The enantiopurity could then be determined by NMR spectroscopy because the stereospecifically deuterated hydroxyketones showed separated signals for the subterminal carbon atom (C-5) in the 13C NMR spectrum.
TETRAHYDRONAPHTHALENE DERIVATIVES THAT INHIBIT MCL-1 PROTEIN
-
Page/Page column 178, (2016/03/22)
Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, (I) and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.
Method for Producing Bicyclic Compound via Claisen Rearrangement
-
Page/Page column, (2014/04/17)
The problem to be solved by the present invention is to provide a method for producing a compound having excellent activity as an α2δ ligand. The solution thereto is a method for producing a compound represented by the general formula (VI) or a
Diversity-oriented synthesis of hydrazine-derived compounds from amino isocyanates generated in situ
Clavette, Christian,Vincent Rocan, Jean-Francois,Beauchemin, Andre M.
supporting information, p. 12705 - 12708 (2013/12/04)
Behind the mask: Nitrogen-substituted isocyanates are rare and their synthetic potential is virtually untapped. Simple masked precursors can form amphoteric amino isocyanate intermediates in situ, and allows the synthesis of complex hydrazine derivatives upon addition with amines. This reactivity was used in a cascade substitution/hydroamination sequence, and in the assembly of azadipeptide analogues. Copyright
Redox isomerization of allylic alcohols catalyzed by osmium and ruthenium complexes containing a cyclopentadienyl ligand with a pendant amine or phosphoramidite group: X-ray structure of an η3-1-hydroxyallyl- metal-hydride intermediate
Batuecas, Maria,Esteruelas, Miguel A.,Garcia-Yebra, Cristina,Onate, Enrique
scheme or table, p. 2166 - 2175 (2010/07/03)
Complexes [MCl2(η6-p-cymene)]2 (M = Os (1a), Ru (1b)) react with Li(C5H4CH2CH 2NHMe) (LiCpN) and KPF6 to give the sandwich derivatives [M(η5-CpN)(η6-p-cymene)] PF6 (M = Os (2a), Ru (2b)). Treatment of 2a and 2b with (2,2--biphenol)PCl leads to [M(η5-CpP) (η6-p-cymene)]PF6 (M = Os (3a), Ru (3b); Cp P = C5H4CH2CH2N(Me)P(2,2- -biphenol)). The photolysis of 2a, 2b, 3a, and 3b in acetonitrile produces the release of the p-cymene group and the coordination of the cyclopentadienyl pendant substituent to the metal center to afford [M(η5-C 5,κ-N-CpN)(CH3CN)2]PF 6 (M = Os (4a), Ru (4b)) and [M(η5-C 5,κ-P-CpP)(CH3CN)2]PF 6 (M = Os (5a), Ru (5b)). Complex 4a, which has been characterized by X-ray diffraction analysis, is a more efficient catalyst precursor than 4b for the redox isomerization of primary allylic alcohols, while the latter is more efficient than the former for the redox isomerization of secondary allylic alcohols. From the catalytic solutions containing 4a and 2-methyl-2-propen-1-ol, the η3-1-hydroxyallyl complex [OsH(η5-C 5,κ-N-CpN){η3-CH2C(CH 3)CHOH}]PF6 (6) has been crystallized and characterized by spectroscopic methods and X-ray diffraction analysis. The structure shows a N-HO hydrogen bond (2.22 a) between the NH-hydrogen atom of the coordinated pendant amine group and the oxygen atom of the hydroxy substituent of the allyl ligand.
Structure activity relationships of 5-, 6-, and 7-methyl-substituted azepan-3-one cathepsin K inhibitors
Yamashita, Dennis S.,Marquis, Robert W.,Xie, Ren,Nidamarthy, Sirishkumar D.,Oh, Hye-Ja,Jeong, Jae U.,Erhard, Karl F.,Ward, Keith W.,Roethke, Theresa J.,Smith, Brian R.,Cheng,Geng, Xiaoliu,Lin, Fan,Offen, Priscilla H.,Wang, Bing,Nevins, Neysa,Head, Martha S.,Haltiwanger, R. Curtis,Sarjeant, Amy A. Narducci,Liable-Sands, Louise M.,Zhao, Baoguang,Smith, Ward W.,Janson, Cheryl A.,Gao, Enoch,Tomaszek, Thaddeus,McQueney, Michael,James, Ian E.,Gress, Catherine J.,Zembryki, Denise L.,Lark, Michael W.,Veber, Daniel F.
, p. 1597 - 1612 (2007/10/03)
The syntheses, in vitro characterizations, and rat and monkey in vivo pharmacokinetic profiles of a series of 5-, 6-, and 7-methyl-substituted azepanone-based cathepsin K inhibitors are described. Depending on the particular regiochemical substitution and
Synthesis of pyrrolizidines by cascade reactions of N- alkenylaziridinylmethyl radicals
De Smaele, Dirk,Bogaert, Piet,De Kimpe, Norbert
, p. 9797 - 9800 (2007/10/03)
Pyrrolizidines were synthesized in a one-step-reaction from 2- (bromomethyl)aziridines via a cascade of radical reactions involving aziridinylmethyl radicals. N-allylaminyl radicals and carbon-centered pyrrolidinyl radicals.
Synthesis of 3-alkenylamines, 4-alkenylamines and 3-allenylamines via a transamination procedure
De Kimpe, Norbert,De Smaele, Dirk,Hofkens, Arn,Dejaegher, Yves,Kesteleyn, Bart
, p. 10803 - 10816 (2007/10/03)
3-Alkenylamines, 4-alkenylamines and 3-allenylamines were synthesized conveniently by potassium t-butoxide induced transamination of α-vinylaldimines, α-allylaldimines or α-allenylaldimines followed by hydrolysis with aqueous oxalic acid.
1,2 ASYMMETRIC INDUCTION IN THE CYCLIC HYDROBORATION OF 1,5-DIENES. A SYNTHESIS OF THE PRELOG-DJERASSI LACTONE
Morgans, David J.
, p. 3721 - 3724 (2007/10/02)
Cyclic hydroboration of an appropriately substituted 1,5-diene yields a 1,5 diol as the major product which can be converted to the racemic Prelog-Djerassi lactone.
