Formula: C11H10ClNO3. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-2-(3-Chloro-2-hydroxypropyl)isoindoline-1,3-dione, is researched, Molecular C11H10ClNO3, CAS is 148857-42-5, about A new and concise synthetic route to enantiopure linezolid from (S)-epichlorohydrin. Author is Rajesh, T.; Madhusudhan, G.; Mukkanti, K.; Rao, S. P. Narayana; Babu, K. Kishore.
The synthesis of the target compound was achieved [Linezolid, N-[[(5S)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide] by two pathways. The synthetic route in both ways involves preparation of 2-[(R)-3-(3-fluoro-4-morpholinophenyl)amino-2-hydroxypropyl]-1,3-isoindolinedione (I) as a key intermediate starting from (S)-epichlorohydrin and phthalimide. One of these methods involves a direct N-alkylation of 3-fluoro-4-morpholinoaniline with 2-[(S)-3-chloro-2-hydroxypropyl]-1,3-isoindolinedione. Alternatively, I was prepared by a one-pot three-step sequence via 2-[[(S)-2-oxiranyl]methyl]-1,3-isoindolinedione.
Although many compounds look similar to this compound(148857-42-5)Formula: C11H10ClNO3, numerous studies have shown that this compound(SMILES:O=C1N(C[C@H](O)CCl)C(C2=C1C=CC=C2)=O), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”