A method for the production of 7 - oxabicycloheptane - aminoalcohol - intermediate products for use in the production of thromboxane - a2 - antagonists and intermediates in this method.

摘要

Prepn. of 2-aminomethyl-3-hydroxymethyl -7-oxabicyclo he (2.2.1) heptane (I), including the D- or the L-isomer, comprises (i) treating N-(alpha-(hydroxymethyl)benzyl) 2-aminomethyl-3-hydroxymethy l-7-oxabicyclo (2.2.1) heptane (IIIA) with an alkylchloroformate and a base to form a corresp. N-(alkoxycarbonyl) -N-(alpha-(hydroxymethyl)b enzyl) cpd. (IIIZ'); (ii) treating (IIIA') with an alkali metal alkoxide to form 2-(2-oxo-4-phenyl -3-oxazolidinyl)methyl -3-hydroxymethyl -7-oxabicyclo (2.2.1) heptane (IV); and (iii) treating (IV) with alkali metal and liq. NH3 and then with an acid. - (I) may be recovered from the reaction mixt. by treating the mixt. with an amino protecting reagent, recovering the amino-protected deriv, and then hydrogenating the deriv. to remove the protecting gp.