Awesome and Easy Science Experiments about 20859-23-8

The article 《2-Thioalkyl penems: an efficient synthesis of sulopenem, a (5R,6S)-6-(1(R)-hydroxyethyl)-2-[(cis-1-oxo-3-thiolanyl)thio]-2-penem antibacterial》 also mentions many details about this compound(20859-23-8)HPLC of Formula: 20859-23-8, you can pay attention to it, because details determine success or failure

HPLC of Formula: 20859-23-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (S)-2-Bromosuccinic acid, is researched, Molecular C4H5BrO4, CAS is 20859-23-8, about 2-Thioalkyl penems: an efficient synthesis of sulopenem, a (5R,6S)-6-(1(R)-hydroxyethyl)-2-[(cis-1-oxo-3-thiolanyl)thio]-2-penem antibacterial. Author is Volkmann, Robert A.; Kelbaugh, Paul R.; Nason, Deane M.; Jasys, V. John.

A practical synthesis of potent penem antibacterials, CP-70,429 (I) and CP-81,054 (II), is described. (L)-Aspartic acid was utilized to generate both the (3S)- and (3R)-thiolanylthio side chains of I and II. This synthetic pathway provided in high yield enantiopure (S,R)- and (R,S)-thioacetate III. To accommodate the fragile side chain sulfoxide moiety of the targeted β-lactams, standard penem synthetic methodol. was modified to facilitate the conversion of III to I and II. A reactive chloroazetidinone was utilized to generate key azetidinone trithiocarbonate intermediate IV which contains the requisite penem side chain. A chemoselective oxalofluoride-based azetinone N-acetylation procedure, which avoids sulfoxide O-acylation, was required for the conversion of IV to the penem framework.

The article 《2-Thioalkyl penems: an efficient synthesis of sulopenem, a (5R,6S)-6-(1(R)-hydroxyethyl)-2-[(cis-1-oxo-3-thiolanyl)thio]-2-penem antibacterial》 also mentions many details about this compound(20859-23-8)HPLC of Formula: 20859-23-8, you can pay attention to it, because details determine success or failure

Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”