Category: nitriles-buliding-blocks. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-3-(tert-Butoxycarbonyl)-5,5-dimethylthiazolidine-4-carboxylic acid, is researched, Molecular C11H19NO4S, CAS is 117918-23-7, about Potent angiotensin II antagonists with non-β-branched amino acids in position 5.
Amino acids with lipophilic side chains that contain more than one functional group on the β-carbon, i.e. a β-branched hydrocarbon moiety, are required in position 5 of angiotensin II (AII) analogs with potent agonist activity. This requirement for agonist activity does not follow for AII analogs with potent antagonist activity. Straight-chain amino acids may be substituted into position 5 of [Sar1,X5,Ile8]AII (Sar = sarcosine, X = amino acid) with retention or enhancement of antagonist activity. β-Branched side chains can still enhance the antagonist activities of [Sar1,X5,Ile8]AII. An x-ray crystal structure of Me3CO2C-(βMe)Phe-OH dicyclohexylamine salt, prepared for the solid-phase synthesis of [Sar1,(βMe)Phe5,Ile8]AII, revealed an S,S-configuration for the α- and β-carbon atoms. Contrary to previous literature reports, chem. nonequivalence of the δ-protons of Pro was observed in the 1H NMR spectra of [Sar1,X5,Ile8]AII analogs bearing both β-branched X5 side chains (X5 = Ile) and non-β-branched X5 side chains (X5 = Ala, His).
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Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts