Carbamoyl Pyridone HIV-1 Integrase Inhibitors 3. A Diastereomeric Approach to Chiral Nonracemic Tricyclic Ring Systems and the Discovery of Dolutegravir (S/GSK1349572) and (S/GSK1265744) was written by Johns, Brian A.;Kawasuji, Takashi;Weatherhead, Jason G.;Taishi, Teruhiko;Temelkoff, David P.;Yoshida, Hiroshi;Akiyama, Toshiyuki;Taoda, Yoshiyuki;Murai, Hitoshi;Kiyama, Ryuichi;Fuji, Masahiro;Tanimoto, Norihiko;Jeffrey, Jerry;Foster, Scott A.;Yoshinaga, Tomokazu;Seki, Takahiro;Kobayashi, Masanori;Sato, Akihiko;Johnson, Matthew N.;Garvey, Edward P.;Fujiwara, Tamio. And the article was included in Journal of Medicinal Chemistry in 2013.Recommanded Product: 5856-63-3 This article mentions the following:
We report herein the discovery of the human immunodeficiency virus type-1 (HIV-1) integrase inhibitors dolutegravir (S/GSK1349572) (3, III) and S/GSK1265744 (4, IV). These drugs stem from a series of carbamoyl pyridone analogs designed using a two-metal chelation model of the integrase catalytic active site. Structure-activity studies evolved a tricyclic series of carbamoyl pyridines that demonstrated properties indicative of once-daily dosing and superior potency against resistant viral strains. An inherent hemiaminal ring fusion stereocenter within the tricyclic carbamoyl pyridone scaffold led to a critical substrate controlled diastereoselective synthetic strategy whereby chiral information from small readily available amino alcs. was employed to control relative and absolute stereochem. of the final drug candidates. Modest to extremely high levels of stereochem. control were observed depending on ring size and position of the stereocenter. This approach resulted in the discovery of 3 and 4, which are currently in clin. development. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Recommanded Product: 5856-63-3).
(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Recommanded Product: 5856-63-3
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