Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid, is researched, Molecular C11H19NO4S, CAS is 117918-23-7, about Synthesis and Structure-Activity Relationships of a Series of Penicillin-Derived HIV Proteinase Inhibitors: Heterocyclic Ring Systems Containing P1′ and P2′ Substituents.Recommanded Product: 117918-23-7.
As an extension of our earlier work based upon a single penicillin-derived thiazolidine moiety we have found that the decahydroisoquinoline grouping, also present in Ro 31-8959, is an effective replacement for one of the thiazolidine units in C2 sym. penicillin-derived dimers. Reaction of racemic epoxide I with [3S-[3α,4aα,8aα]]-decahydro-N-(1,1-dimethylethyl)-3-isoquinolinecarboxamide gave diastereoisomers (R)- and (S)-II. Reaction of the amines derived from (R)- and (S)-II with thiazolidine III gave thiazolidineacetamides (R)- and (S)-IV, resp. (S)-IV was a potent inhibitor of HIV proteinase (IC50 = 23 nM) with antiviral activity against HIV-1 in vitro (EC50 C8166 cells = 50 nM). However, a poor pharmacokinetic profile in the dog for (S)-IV and its analogs, in keeping with earlier studies on penicillin-derived dimers in three species, precluded their development as potential antivirals.
Different reactions of this compound((R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid)Recommanded Product: 117918-23-7 require different conditions, so the reaction conditions are very important.
Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts