The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid( cas:117918-23-7 ) is researched.Formula: C11H19NO4S.Mimoto, Tsutomu; Kato, Ryohei; Takaku, Haruo; Nojima, Satoshi; Terashima, Keisuke; Misawa, Satoru; Fukazawa, Tominaga; Ueno, Takamasa; Sato, Hideharu; Shintani, Makoto; Kiso, Yoshiaki; Hayashi, Hideya published the article 《Structure-Activity Relationship of Small-Sized HIV Protease Inhibitors Containing Allophenylnorstatine》 about this compound( cas:117918-23-7 ) in Journal of Medicinal Chemistry. Keywords: peptidomimetic HIV1 protease inhibitor allophenylnorstatine preparation MSBAR. Let’s learn more about this compound (cas:117918-23-7).
We designed and synthesized a new class of peptidomimetic human immunodeficiency virus (HIV) protease inhibitors containing a unique unnatural amino acid, allophenylnorstatine [Apns; (2S,3S)-3-amino-2-hydroxy-4-phenyl-butyric acid], with a hydroxymethyl-carbonyl (HMC) isostere as the active moiety. A systematic evaluation of structure-activity relationships for HIV protease inhibition, anti-HIV activities, and pharmacokinetic profiles has led to the delineation of a set of structural characteristics that appear to afford an orally available HIV protease inhibitor. Optimum structures, exemplified by (I) (JE-2147), incorporated 3-hydroxy-2-methylbenzoyl groups as the P2 ligand, (R)-5,5-dimethyl-1,3-thiazolidine-4-carbonyl (Dmt) residue at the P1′ site, and 2-methylbenzyl-carboxamide group as the P2′ ligand. The present study demonstrated that I has potent antiviral activities in vitro and exhibits good oral bioavailability and plasma pharmacokinetic profiles in two species of laboratory animals.
The article 《Structure-Activity Relationship of Small-Sized HIV Protease Inhibitors Containing Allophenylnorstatine》 also mentions many details about this compound(117918-23-7)Formula: C11H19NO4S, you can pay attention to it, because details determine success or failure
Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts