Name: (2S)-(+)-3-Chloropropane-1,2-diol. 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: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about Asymmetric hydrolysis of esters by biochemical methods. Part III. Asymmetric hydrolysis of (±)-1,2-diacetoxy-3-chloropropane and its related compounds with lipase. Synthesis of optically pure (S)-propranolol. Author is Iriuchijima, Shinobu; Kojima, Natsuko.
Asym. hydrolysis of (±)-1,2-diacetoxy-3-chloropropane (I) using lipoprotein lipase gave (S)-I of 90% enantiomeric excess (e.e.). Reactions of (S)-I with phenols in an alk. condition yielded the corresponding (S)-3-aryloxy-1,2-propranediols. (S)-Propranolol was prepared from (S)-3-(1-naphthoxy)-1,2-propanediol. Hydrolysis of (±)-1,2-diacetoxy-3-bromopropane (II) and (±)-1,2-diacetoxyethylbenzene (III) with the lipase afforded (S)-II of 77% e.e. and (R)-III of 73% e.e., resp.
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