Chemistry, like all the natural sciences, Quality Control of (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one, begins with the direct observation of nature¡ª in this case, of matter.16251-45-9, Name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one, SMILES is O=C1O[C@H](C2=CC=CC=C2)[C@H](C)N1, belongs to oxazolidines compound. In a document, author is Beauchard, Anne, introduce the new discover.
Synthesis and Solid-state Conformations of 6S, 8aR/S-6-Alkyl-3,3-dimethyltetrahydrooxazolo[3,4-a]pyrazine-5,8-diones (Pseudo proline Diketopiperazines)
Peptide-like self-immolative molecular clips are required for release of active drugs from prodrugs by endopeptidases, generating diketopiperazines (DKPs) as by-products. Two diastereomeric series of cyclo-L-aminoacyl-R/S-dimethyloxazolidine carboxylate DKPs, derived from L-Ala, L-Leu and L Val, were synthesised. The oxazolidines were constructed by acid-catalysed condensation of N-protected L-Aaa-L/D-SerOMe dipeptides with Me2C(OMe)(2), providing the protected 2,2-dimethyloxazolidinecarboxylates (Dmo) dipeptides. Deprotection exposed the primary amines, which cyclised rapidly to give the desired DKPs. The conformations were studied by nuclear magnetic resonance in CDCl3 solution and, for the L, R series, by X-ray crystallography. The L, S series had the DKP in a boat conformation with the oxazolidine in a half-chair; the L, R series had the DKP in a flattened conformation with the oxazolidine in an alternative half-chair. Early kinetic studies have shown that L, R-Dmo dipeptide amides cyclised more rapidly than L, S-diastereoisomers and that the rate ofcyclisation in the L, R series depends inversely on steric bulk at the alpha-carbon. Cyclo-L-Leu-R-Dmo was non-toxic toward human HT29 cells. [GRAPHICS] .
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 16251-45-9. Quality Control of (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one.
Reference:
Oxazolidine – Wikipedia,
,Oxazolidine | C3H7NO – PubChem