Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about Asymmetric synthesis of (S)-propranolol and (R)-propranolol.Recommanded Product: (2S)-(+)-3-Chloropropane-1,2-diol.
The asym. synthesis of propranolol, a known β-blocker, was described. The target compounds thus prepared were (-)-(S)-propranolol [i.e., (2S)-1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol] and its corresponding (+)-(R)-isomer [i.e., (2R)-1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol]. Highly enantioenriched (S)-epichlorohydrin and (R)-3-chloro-1,2-propanediol were obtained from the kinetic hydrolysis resolution of racemic epichlorohydrin by using a chiral salen-CoIII complex. (S)-Epichlorohydrin was used as chiral reagent to synthesize (S)-propranolol and (R)-propranolol in yields of 80.9% and 74.5% with higher than 99% ee.
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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com