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; Hattori, Naoko; Takaku, Haruo; Kisanuki, Sumitsugu; Fukazawa, Tominaga; Terashima, Keisuke; Kato, Ryohei; Nojima, Satoshi; Misawa, Satoru; Ueno, Takamasa; Imai, Junya; Enomoto, Hiroshi; Tanaka, Shigeki; Sakikawa, Hiroshi; Shintani, Makoto; Hayashi, Hideya; Kiso, Yoshiaki published the article 《Structure-activity relationship of orally potent tripeptide-based HIV protease inhibitors containing hydroxymethylcarbonyl isostere》 about this compound( cas:117918-23-7 ) in Chemical & Pharmaceutical Bulletin. Keywords: HIV protease inhibitor KNI272 allophenylnorstatine structure activity. Let’s learn more about this compound (cas:117918-23-7).
We designed and synthesized a new class of peptidomimetic human immunodeficiency virus protease inhibitors containing a unique unnatural amino acid, allophenylnorstatine [Apns; (2S,3S)-3-amino-2-hydroxy-4-phenylbutyric acid], with a hydroxymethylcarbonyl isostere as the active moiety. From a structure-activity relationship study of HIV-1 protease inhibition, enzyme selectivity for other aspartyl proteases, the antiviral activity and pharmacokinetics in rats, KNI-227 and KNI-272, our first clin. candidate were found to be selective and orally potent HIV protease inhibitors. Moreover, an improvement of the pharmacokinetic features of KNI-272 provided two long-lasting and highly bioavailable compounds JE-2178, and JE-2179.
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Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts