Akazome, Motohiro; Takahashi, Toshiaki; Ogura, Katsuyuki published the artcile< Enantiomeric Inclusion of α-Hydroxy Esters by (R)-(1-Naphthyl)glycyl-(R)-phenylglycine and the Crystal Structures of the Inclusion Cavities>, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is enantioselective inclusion hydroxy ester naphthylglycylphenylglycine; stereoselective crystallization hydroxy ester naphthylglycylphenylglycine; crystal structure hydroxy ester naphthylglycylphenylglycine inclusion complex; hydrogen bond hydroxy ester naphthylglycylphenylglycine inclusion complex.
A simple dipeptide, (R)-(1-naphthyl)glycyl-(R)-phenylglycine [(R,R)-I], formed inclusion compounds with several α-hydroxy esters with high enantioselectivity. By crystallization of a mixture of the dipeptide I and racemic MeCH(OH)CO2Me [(RS)-II] from methanol, asym. recognition occurred to give an inclusion compound that contains S-II in 89% ee. X-ray crystallog. study of the inclusion compound elucidated that the dipeptide mols. arrange in a “”folded antiparallel”” β-sheetlike structure to accommodate the α-hydroxy ester in the pocket-type cavity surrounded by naphthyl and Ph groups on the sheet. Similarly, MeCH(OH)CO2Et and dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone were included with high enantioselectivity of the S form. When bulkier Me3CCH(OH)CO2Me was used as a guest mol., the arrangement of dipeptide mols. changed to an “”extended antiparallel”” mode, where the naphthyl and Ph groups arranged in a “”parallel stacked and displaced”” mode and a channel-type cavity was constructed. The guest mols. were accommodated via hydrogen bonding in the channel-type cavity with high enantioselectivity of the S form (82% ee). In the case of Me2CHCH(OH)CO2Me [(RS)-III], optically pure (S)-III formed the dipeptide sheet with the “”folded antiparallel”” structure by cocrystn. with I, while the “”extended antiparallel”” structure appeared in the inclusion of (RS)-III.
Journal of Organic Chemistry published new progress about Crystal structure. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics