Optically active nitro alcohol derivatives, optically active amino alcohol derivatives, and process for producing thereof
Optically active 1-substituted phenyl-2-nitro alcohol derivatives having the formula (1) and the process for producing thereof, and 1-substituted phenyl-2-amino alcohol derivatives having the formula (2) and the process for producing thereof from the optically active 1-substituted phenyl-2-nitro alcohol derivatives. From these nitro alcohols, pharmaceuticals such as (R)-albutamin and (R)-sarmeterol useful as a bronchodilator is obtained via optically active amino alcohols which are useful pharmaceutical intermediates.
1. Optically active 1-(3-hydroxymethyl-4-hydroxyphenyl)-2-nitro alcohol derivatives characterized by the following formula (1-2)
in which R 1 and R 2 represent a hydrogen atom or a hydroxyl-protective group, respectively, and they are independent of each other or form a ring; R 4 represents a hydrogen atom, an alkyl group, or a hydroxymethyl group; and * represents an optically active site, and when R 4 is a hydrogen atom, optical activity at the site to which R 4 is added is lost and * is omitted.
2. The optically active 2,2-dimethyl-α-nitromethyl-1,3-benzodioxane-6-methanol according to claim 1 , characterized in that R 4 represents a hydrogen atom, and R 1 and R 2 are cyclized.