Novel enantiomerically pure 2-amino-1,4-diols from chiral 4-hydroxymethyl-5-iodo-1,3-oxazin-2-ones

Add time:08/30/2019    Source:sciencedirect.com

Reduction of (4S,5S,6S)-4-hydroxymethyl-5-iodo-6-methyl-1,3-oxazin-2-one 2a and (4S,5S,6R)-4-hydroxymethyl-5-iodo-6-phenyl-1,3-oxazin-2-one 2b with tributyltin hydride in ethanol afforded 1,3-oxazin-2-one 3a and 1,3-oxazolidin-2-one 4b, respectively. Hydrolysis of 3a and 4b under basic conditions led to enantiomerically pure aminodiols 1a and 1b. Reduction of 2b in refluxing toluene led to the unexpected bicyclic tetrahydrofuro[3a,d]-1,3-oxazolidin-2-one 5 as the sole product.

We also recommend Trading Suppliers and Manufacturers of (R)-4-(Hydroxymethyl)oxazolidin-2-one (cas 132682-23-6). Pls Click Website Link as below: cas 132682-23-6 suppliers

Prev:Regio- and stereoselective microwave-assisted synthesis of 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones
Next:Preliminary communicationSynthesis of 1-[3-(4-benzotriazol-1/2-yl-3-fluoro-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-3-substituted-thiourea derivatives as antituberculosis agents)