Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Yingyong Huaxue called Asymmetric synthesis of (S)-Metoprolol, Author is Song, Guang-Wei; Zhu, Jin-Tao; Yao, Guo-Xin; Chen, Gang, which mentions a compound: 60827-45-4, SMILESS is OC[C@H](O)CCl, Molecular C3H7ClO2, Product Details of 60827-45-4.
Enantioenriched (S)-3-chloro-1,2-propanediol and (R)-epichlorohydrin were obtained by a kinetic hydrolysis resolution of racemic epichlorohydrin using (S,S)-salen-cobalt acetate and the synthesis of the target compound [i.e., 99% optically pure (S)-Metoprolol] was achieved by a reaction of 4-(2-methoxyethyl)phenol with (2S)-3-chloro-1,2-propanediol and a subsequent amination with 2-propanamine. When (R)-epichlorohydrin was used as a chiral precursor, (S)-Metoprolol was also formed but less optically pure (>92%). The overall product yield 53.9% and the product thus [(-)-Metoprolol, (2S)-1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)amino]-2-propanol] was confirmed by IR, 1H-NMR, 13C-NMR, MS. This method may be suitable for industrial process adaptation.
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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com