Synthesis of all of the stereoisomers of β3-adrenoceptor antagonist SR 59230 based on the spontaneous resolution of 3-(2-ethylphenoxy)propane-1,2-diol

Add time:08/07/2019    Source:sciencedirect.com

Racemic 3-(2-ethylphenoxy)propane-1,2-diol 2 has been effectively resolved into (S)- and (R)-enantiomers by a preferential crystallization procedure. Non-racemic diols 2, obtained via a Mitsunobu reaction, have been converted into the non-racemic 1,2-epoxy-3-(2-ethylphenoxy)propanes (S)- and (R)-5 and then into non-racemic 3-(2-ethylphenoxy)-1(1,2,3,4-tetrahydronaphth-1-ylamino)-2-propanols 1. The characteristics of all four stereoisomers, (S,S)-1 (SR 59230), (R,R)-1 (SR 59483), (R,S)-1 and (S,R)-1 (SR 59231) and their hydrogen oxalates with a 1:1 composition have been presented. The crystalline oxalates (S,S)-1·C2H2O4 (SR 59230A) and (R,S)-1·0.5C2H2O4 were studied by single crystal X-ray diffraction.

We also recommend Trading Suppliers and Manufacturers of 3-(4-ETHYLPHENOXY)-BETA-OXO-BENZENEPROPANENITRILE (cas 127389-36-0). Pls Click Website Link as below: cas 127389-36-0 suppliers

Prev:Plant-derived compounds regulate formation of the insect juvenile hormone receptor complex
Next:I2-mediated and direct synthesis of 3-phenoxy imidazo heterocycles)