5-Amino-6-(2,3-epoxypropoxy)-4-nitroindane → 5-amino-6-{3-[N-benzyl-2-(2-benzyloxyphenoxy)-ethylamino]-2-hydroxypropoxy}-4-nitroindane

Participants

Reaction Steps

The condensation of 5-amino-6-(2,3-epoxypropoxy)-4-nitroindane and N-benzyl-2-(2-benzyloxyphenoxy)-ethylamine gives 5-amino-6-{3-[N-benzyl-2-(2-benzyloxyphenoxy)-ethylamino]-2-hydroxypropoxy}-4-nitroindane in the form of an oil. This compound, in the form of its hydrochloride, is hydrogenated and hydrogenolytically debenzylated in methanolic solution in the presence of 10% palladium-charcoal to give 4,5-diamino-6-{2-hydroxy-3-[2-(2-hydroxyphenoxy)-ethylamino]-propoxy}-indane hydrochloride; m.p. 193°-195° C.

Provenance & Evidence