Reacción #1890153

Ecuación de reacción

8-(naphthalen-1-ylmethoxy)-octanoic acid

1,8-octanediol

1-bromomethyl-naphthalene

(R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride

8-(naphthalen-1-ylmethoxy)-octan-1-ol

→

(R)-3-[8-(naphthalen-1-ylmethoxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester

Condiciones de reacción

Procedimiento

The title compound, m/e=427.1 ([M−H]−), was produced in analogy with intermediate 1, steps 1 to 4. Thus, 1,8-octanediol was alkylated in step 1 with 1-bromomethyl-naphthalene, leading to 8-(naphthalen-1-ylmethoxy)-octan-1-ol, which was oxidized in step 2 to 8-(naphthalen-1-ylmethoxy)-octanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-[8-(naphthalen-1-ylmethoxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester, which was hydrogenated in step 4.

Fuente