The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: D-Alanine methylamide hydrochloride( cas:61302-99-6 ) is researched.Application In Synthesis of D-Alanine methylamide hydrochloride.Zhang, Xiaofei; Ligny, Romain; Chewchanwuttiwong, Sopa; Hadade, Rawan; Laurent, Mathieu Y.; Martel, Arnaud; Jacquemmoz, Corentin; Lhoste, Jerome; Bricaud, Sullivan; Py, Sandrine; Dujardin, Gilles published the article 《δ-Valerolactamic quaternary amino acid derivatives: Enantiodivergent synthesis and evidence for stereodifferentiated β-turn-inducing properties》 about this compound( cas:61302-99-6 ) in Journal of Organic Chemistry. Keywords: valerolactamic quaternary amino acid enantiodivergent synthesis peptidomimetic beta turn; pseudopeptide synthesis conformer steric hindrance crystal mol structure DFT; isoxazolidine pentenoyl protection reductive ring opening reduction oxidation; reductive amination cyclization peptide coupling. Let’s learn more about this compound (cas:61302-99-6).
Enantiopure (R) and (S) cyclic α,α-disubstituted amino acid derivatives displaying a δ-valerolactam side chain were prepared from a common isoxazolidine precursor. The (R)-configured δ-valerolactam (I) was converted into diastereoisomeric pseudopeptides to investigate its ability to induce secondary structures in peptidomimetics. Conformational studies of these pseudopeptides were carried out in the solid state (X-ray diffraction), in solution (NMR analyses), and in silico (computer-aided conformational anal.), which demonstrated that such quaternary amino acids induce β-turn conformations stable enough to be retained in polar media (DMSO). Incorporation of this new type of α,α-disubstituted amino acid into a representative pseudopeptidic sequence by N- then C-elongation and N-debenzylation is also described herein and could serve for the synthesis of various structured peptidomimetics.
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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem