SDS of cas: 10466-61-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: H-Leu-NH2.HCl, is researched, Molecular C6H15ClN2O, CAS is 10466-61-2, about Influence of pseudoallylic strain on the conformational preference of 4-methyl-4-phenylpipecolic acid derivatives. Author is Sugg, Elizabeth E.; Griffin, Jane F.; Portoghese, Philip S..
The preparation of the title compounds [cis- and trans-I; R = OH, NHCH(CONH2)CH2CHMe2; R1 = CO2CMe3, H] was described. Double-resonance proton spectroscopy revealed that the conformational preference of substituents attached to the ring depends on the hybridization of the piperidine N. In the free amino acids or leucinamide dipeptides, the C-2 carboxyl group is equatorial. Introduction of a carbamyl moiety on the piperidine N induces a change in the ring conformation such that the C-2 carboxyl group is axial, despite a cis-diaxial interaction with the C-4 substituent. The inverted conformational preference of the C-2 and C-4 groups in the tert-butoxycarbonyl and unprotected derivatives is attributed to a severe steric interaction between the partially sp2 hybridized NCO moiety in the carbamate group and an equatorial C-2 carboxyl group. The x-ray crystal structures of both cis- and trans-I (R = OH, R1 = CO2CMe3) corroborate the solution spectroscopic studies and the concept of pseudoallylic strains in substituted piperidine carbamates. In addition, comparison of the two crystallog. determined structures indicates that H bonding to the carbonyl of the carbamate produces delocalization into the N-C bond, resulting in a shorter bond and more planar piperidyl N. The conformational preference afforded by pseudoallylic strain indicates that substituted pipecolic acids can be used in the design of conformationally restricted peptide analogs.
There is still a lot of research devoted to this compound(SMILES:N[C@@H](CC(C)C)C(N)=O.[H]Cl)SDS of cas: 10466-61-2, and with the development of science, more effects of this compound(10466-61-2) can be discovered.