6336-16-9Relevant articles and documents
A Click-Chemistry Linked 2′3′-cGAMP Analogue
Dialer, Clemens Reto,Stazzoni, Samuele,Drexler, David Jan,Müller, Felix Moritz,Veth, Simon,Pichler, Alexander,Okamura, Hidenori,Witte, Gregor,Hopfner, Karl-Peter,Carell, Thomas
, p. 2089 - 2095 (2019/01/25)
2′3′-cGAMP is an uncanonical cyclic dinucleotide where one A and one G base are connected via a 3′-5′ and a unique 2′-5′ linkage. The molecule is produced by the cyclase cGAS in response to cytosolic DNA binding. cGAMP activates STING and hence one of the most powerful pathways of innate immunity. cGAMP analogues with uncharged linkages that feature better cellular penetrability are currently highly desired. Here, the synthesis of a cGAMP analogue with one amide and one triazole linkage is reported. The molecule is best prepared via a first CuI-catalyzed click reaction, which establishes the triazole, while the cyclization is achieved by macrolactamization.
NEW METHOD FOR PREPARING ISOFAGOMINE AND ITS DERIVATIVES
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Page/Page column 31-32, (2009/01/20)
A method for preparing isofagomine, its derivatives, intermediates and salts thereof using novel processes to make isofagomine from D-(-)-arabinose and L-(-)-xylose.
A convergent total synthesis of hemibrevetoxin B
Zakarian, Armen,Batch, Alexandre,Holton, Robert A.
, p. 7822 - 7824 (2007/10/03)
A convergent biomimetic synthesis of hemibrevetoxin B from d-glucal and d-arabinose utilizes an electrophile-promoted cascade anti-Baldwin cyclization of an epoxy alcohol. The epoxy alcohol arises from a palladium-catalyzed coupling of a highly functionalized organozinc compound and an alkenyl iodide, which serve as two chiral building blocks of similar size and complexity. This first successful implementation of a cascade epoxy alcohol cyclization for the synthesis of marine polycyclic ether toxins proceeds in 39 steps and 4% overall yield. Copyright