The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (2S)-(+)-3-Chloropropane-1,2-diol( cas:60827-45-4 ) is researched.Category: iodides-buliding-blocks.Wang, Yan; Shen, Da-Dong; Zhu, Jin-Tao published the article 《Asymmetric synthesis of (S)-propranolol and (R)-propranolol》 about this compound( cas:60827-45-4 ) in Youji Huaxue. Keywords: propranolol asym synthesis; propanol naphthalenyloxy preparation propranolol asym synthesis. Let’s learn more about this compound (cas:60827-45-4).
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