838864-62-3Relevant academic research and scientific papers
C10-ALKYLENE SUBSTITUTED 13-MEMBERED MACROLIDES AND USES THEREOF
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Paragraph 00336, (2020/06/10)
Provided are 13-membered macrolides for the treatment of infectious diseases. The 13-membered macrolides described herein are azaketolides. Also provided are methods for preparing the 13- membered macrolides, pharmaceutical compositions comprising the 13-membered macrolides, and methods of treating infectious diseases, and in particular, disease resulting from Gram negative bacteria using the disclosed macrolides. Formula (I)
Stereoselective total synthesis of Jaspine B (Pachastrissamine) utilizing iodocyclization and an investigation of its cytotoxic activity
Ghosal, Partha,Ajay, Sama,Meena, Sanjeev,Sinha, Sudhir,Shaw, Arun K.
, p. 903 - 908 (2013/09/23)
The stereoselective synthesis of Jaspine B has been achieved from easily available (S)-Garner's aldehyde. The trisubstituted tetrahydrofuran core of Jaspine B was constructed by utilizing a diastereoselective iodocyclization as the key step. Deiodination
[2,3]-Wittig rearrangement approach to iminosugar C-glycosides: 5-epi-ethylfagomine, 2-epi-5-deoxyadenophorine and formal synthesis of indolizidine 167B and 209D
Chandrasekhar,Prasada Rao,Venkateswara Rao,Naresh
supporting information; scheme or table, p. 5921 - 5925 (2011/11/28)
A new strategy for the synthesis of 1,2-dideoxy iminosugar C-glycosides and indolizidines involving highly stereoselective [2,3]-Wittig rearrangement from Garner aldehyde has been developed. This rearrangement yielded an optically pure, highly functionali
An efficient total synthesis of the anticancer agent (+)-spisulosine (ES-285) from Garner's aldehyde
Ghosal, Partha,Shaw, Arun K.
scheme or table, p. 4140 - 4142 (2010/08/19)
An efficient total synthesis of (+)-spisulosine (ES-285) was completed in nine steps from (S)-Garner's aldehyde. The vicinal amino alcohol moiety with anti-configuration was achieved by a highly diastereoselective addition of vinyl magnesium bromide to Garner's aldehyde. The long hydrocarbon chain of the antitumor natural product was installed via olefin cross metathesis of the benzyl-protected allylic alcohol with an appropriate olefin counterpart followed by hydrogenation.
An approach towards the total synthesis of (+)-epiquinamide and (+)-α-conhydrine from Garner aldehyde
Srivastava, Ajay Kumar,Das, Sanjit Kumar,Panda, Gautam
scheme or table, p. 5322 - 5327 (2009/12/01)
A short and stereoselective route for the synthesis of 1-hydroxyquinolizidine, an advanced synthetic intermediate for the total synthesis of (+)-epiquinamide is presented. The key synthetic steps involve diastereoselective nucleophilic addition on l-serin
Total synthesis of (-)-balanol, all stereoisomers, their N-tosyl analogues, and fully protected ophiocordin: An easy route to hexahydroazepine cores from garner aldehydes
Srivastava, Ajay Kumar,Panda, Gautam
experimental part, p. 4675 - 4688 (2009/05/07)
Total syntheses of (-)-balanol and all of its stereoisomers starting from easily available Garner aldehydes are described. Diastereoselective Grignard reactions on Garner aldehydes and ring-closing metatheses are the key steps for the construction of hexahydroazepine subunits. The benzophenone subunits were constructed through coupling of suitably functionalized aromatic aldehyde and bromo components. The synthetic route constitutes a convenient and scalable reaction sequence to generate all of the stereoisomers of balanol. The methodology is explored further for the synthesis of N-tosyl analogues of balanol and of fully protected ophiocordin.
The first synthesis of the anhydrophytosphingosine pachastrissamine (jaspine B) from Garner's aldehyde
Sudhakar,Kumar, A. Ravi,Prabhakar,Jagadeesh,Rao, B. Venkateswara
, p. 325 - 327 (2007/10/03)
The synthesis of the natural anhydrophytosphingosine pachastrissamine (jaspine B) 1a from Garner's aldehyde is described.
