Kobayashi, Yuichi; Nakano, Miwa; Kumar, G. Biju; Kishihara, Kiyonobu published an article about the compound: (S)-Methyl 3-hydroxybutanoate( cas:53562-86-0,SMILESS:C[C@H](O)CC(OC)=O ).COA of Formula: C5H10O3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:53562-86-0) through the article.
2-Substituted furans were found to be conveniently transformed into trans 4-oxo-2-enals (E)-RCOCH:CHCHO [R = (CH2)3Ph, CH2CH2CHMeOTHP, (CH2)6CHMeOAc] in 62-87% yields by using NBS/pyridine in THF-acetone-H2O (<-15 °C then rt) or NBS/NaHCO3 in acetone-H2O (<-15 °C then rt after addition of pyridine). Further oxidation of the enals using NaClO2 led to the trans 4-oxo-2-enoic acids (E)-RCOCH:CHCO2H in good yields. With this transformation in mind, we designed syntheses of (+)-aspicilin, (+)-patulolide, and (-)-pyrenophorin. In the synthesis of (+)-aspicilin the pivotal intermediate I (MOM = CH2OMe) was prepared from olefin II in which 2-furyl group is attached. The asym. dihydroxylation reaction of II secured the C(5) and C(6) stereochem. of aspicilin, and the subsequent transformation using the protocol described above afforded the ester I. Stereocontrolled reduction of I followed by deprotection and the Yamaguchi macrocyclization furnished (+)-aspicilin. For the synthesis of (+)-patulolide and (-)-pyrenophorin , the intermediates are the furans III and IV, which were prepared easily by the classical methods using furyllithium. The furan ring oxidations proceeded as well, furnishing acids V (X1 = O) and VI (X2 = O) in good yields, acetalization of which afforded the known intermediates V (X1 = OCH2CH2O) and VI (X2 = OCH2CH2O), resp. There is still a lot of research devoted to this compound(SMILES：C[C@H](O)CC(OC)=O)COA of Formula: C5H10O3, and with the development of science, more effects of this compound(53562-86-0) can be discovered.
Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics