681275-04-7Relevant academic research and scientific papers
POLYCYCLIC ANTAGONISTS OF LYSOPHOSPHATIDIC ACID RECEPTORS
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Page/Page column 62, (2010/12/29)
Described herein are compounds that are antagonists of lysophosphatidic receptor(s). Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such antagonists, alone and in combination with other compounds, for treating LPA-dependent or LPA-mediated conditions or diseases.
Regioselectivity in the syntheses of enantiopure 2-benzopyrans through intramolecular cyclization of tethered lactaldehydes. Conformations of the products
Aggarwal, Rachna,Birkbeck, Anthony A.,Giles, Robin G.F.,Green, Ivan R.,Gruchlik, Yolanta,Oosthuizen, Francois J.
, p. 489 - 498 (2007/10/03)
Using titanium tetraisopropoxide, the enantiopure tethered lactaldehyde (α′S,2S)-2-(3′-hydroxy-α′-methyl-benzyloxy) propanal (6) is cyclized with complete regio- and diastereoselectivity ortho to the phenolic hydroxyl group to give (1S,3S,4R)-3,4-dihydro-1,3,-dimethyl-2-benzopyran-4,5-diol (7). Similar cyclization of the epimeric (α′R,2S)-lactaldehyde (25) yields solely the corresponding (1R,3S,4R)-4,5-diol (34). The 4,5-diacetate (26), but not (35), undergoes conformational inversion of the heterocyclic ring through significant 4,5-peri interactions between the adjacent acetoxy substituents. Spontaneous cyclizations of the corresponding phenoxide ions of the lactaldehydes (6) and (25), generated by fluoride from their silyl ethers, led to the related 4,7-diols with high regioselectivity through ring-closure para to the aromatic oxygen.
