Reaktion #1275396

Reaktionsgleichung

8-(4-trifluoromethyl-benzyloxy)-octanoic acid

1,8-octanediol

4-trifluoromethyl-benzyl bromide

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

8-(4-trifluoromethyl-benzyloxy)-octan-1-ol

→

(R)-3-[8-(4-trifluoromethyl-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester

Reaktionsbedingungen

Vorschrift

The title compound, m/e=445.6 ([M−H]−), was produced in analogy with intermediate 1, steps 1 to 4. Thus, 1,8-octanediol was alkylated in step 1 with 4-trifluoromethyl-benzyl bromide, leading to 8-(4-trifluoromethyl-benzyloxy)-octan-1-ol, which was oxidized in step 2 to 8-(4-trifluoromethyl-benzyloxy)-octanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-[8-(4-trifluoromethyl-benzyloxy)-octanoylamino]-4-dimethylamino-butyric acid benzyl ester, which was hydrogenated in step 4.

Quelle