Réaction #91592

Équation de réaction

N-(3-(5-(2-cyclohexylethyl)tetrahydrofuran-2-yl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide

NH3 MeOH CH2Cl2

→

3-amino-1-(5-(2-cyclohexylethyl)tetrahydrofuran-2-yl)propan-1-ol

Conditions de réaction

Traitement

1. 1
   Autregave
2. 2
   AutreYield (0.033 g, 40%)

Mode opératoire

Deprotection of N-(3-(5-(2-cyclohexylethyl)tetrahydrofuran-2-yl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide following the method used in Example 14 gave after flash chromatography purification (4%-16% 7N NH3/MeOH—CH2Cl2 gradient) Example 15 as a colorless oil. Yield (0.033 g, 40%); 1H NMR (400 MHz, CD3OD) δ 3.62-3.84 (m, 2H), 3.45-3.57 (m, 2H), 2.71-2.88 (m, 2H), 1.80-2.05 (m, 2H), 1.39-1.80 (m, 10H), 1.09-1.37 (m, 6H), 0.87-0.99 (m, 2H); RP-HPLC tR=9.75 min; ESI-MS m/z 256.3 [M+H]+.

Source