The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one(SMILESS: O=C1OC[C@H](O)C1,cas:58081-05-3) is researched.HPLC of Formula: 58081-05-3. The article 《Synthesis of (S)-N-(benzyloxy)-4-(acetoxymethyl)-2-azetidinone, a potential intermediate for carbapenem antibiotics, by a chemomicrobiological approach》 in relation to this compound, is published in Heterocycles. Let’s take a look at the latest research on this compound (cas:58081-05-3).
(R)-Me3COCH2CH(OH)CH2CO2Et, which was prepared by Bakers’ yeast reduction of Me3COCH2COCH2CO2Et, was converted to (R)-3-hydroxybutyrolactone. After cleavage of the lactone ring with PhCH2ONH2, β-lactam cyclization of the hydroxamate was carried out by the Mitsunobu procedure with complete inversion of configuration at C-3 to give (S)-N-benzyloxy-4-acetoxymethyl-2-azetidinone (I). The (R)-azetidinone was also synthesized from (S)-malic acid via (S)-3-hydroxybutyrolactone.
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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem