The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (2S)-(+)-3-Chloropropane-1,2-diol(SMILESS: OC[C@H](O)CCl,cas:60827-45-4) is researched.Category: thiazole. The article 《Asymmetric synthesis of (S)-Metoprolol》 in relation to this compound, is published in Yingyong Huaxue. Let’s take a look at the latest research on this compound (cas: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.
There is still a lot of research devoted to this compound(SMILES：OC[C@H](O)CCl)Quality Control of (2S)-(+)-3-Chloropropane-1,2-diol, and with the development of science, more effects of this compound(60827-45-4) can be discovered.
Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com