Application In Synthesis of (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid, is researched, Molecular C11H19NO4S, CAS is 117918-23-7, about Small-Sized Human Immunodeficiency Virus Type-1 Protease Inhibitors Containing Allophenylnorstatine to Explore the S2′ Pocket. Author is Hidaka, Koushi; Kimura, Tooru; Abdel-Rahman, Hamdy M.; Nguyen, Jeffrey-Tri; McDaniel, Keith F.; Kohlbrenner, William E.; Molla, Akhteruzzaman; Adachi, Motoyasu; Tamada, Taro; Kuroki, Ryota; Katsuki, Noriko; Tanaka, Yoshiaki; Matsumoto, Hikaru; Wang, Jun; Hayashi, Yoshio; Kempf, Dale J.; Kiso, Yoshiaki.
A series of HIV protease inhibitors based on the allophenylnorstatine structure with various P2′ moieties were synthesized. Among these analogs, it was discovered that a small allyl group (R1) would maintain potent enzyme inhibitory activity compared to the o-methylbenzyl moiety in clin. candidate I (R1 = 2-MeC6H4CH2; R2 = 3-HO-2-MeC6H3) (KNI-764, also known as JE-2147, AG-1776, or SM-319777). Introduction of an anilinic amino group to I (R1 = t-Bu; R2 = 2,6-Me2C6H3OCH2) (KNI-727) improved water-solubility and anti-HIV-1 activity. X-ray crystallog. anal. of I (R1 = H2C:CMeCH2; R2 = 4-H2N-2,6-Me2C6H2OCH2) [KNI-1689; (II)] with a β-methallyl group at P2′ position revealed hydrophobic interactions with Ala28, Ile84, and Ile50′ similar to that of KNI-764. The presence of an addnl. Me group on the allyl group in compound II significantly increased anti-HIV activity over KNI-764 while providing a rational drug design for structural minimization and improving membrane permeability.
As far as I know, this compound(117918-23-7)Application In Synthesis of (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts