반응 #2019

반응 방정식

FMOC amide

(R)-α-[N-(9-Fluorenylmethoxycarbonyl)amino]-N-methyl-N-[(2'-nitro)[1,1'-biphenyl]-4-yl]-benzenebutanamide

4-(aminomethyl)piperidine

→

amine

(R)-α-Amino-N-methyl-N-[(2'-nitro)[1,1'-biphenyl]-4-yl]-benzenebutanamide

용매

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 15 minutes
2. 2
   기타quenched
3. 3
   workup.ADDITIONby adding water
4. 4
   기타The methylene chloride phase was separated
5. 5
   건조dried over ahnydrous potassium carbonate powder
6. 6
   여과filtered
7. 7
   기타to afford an orange-yellow oil
8. 8
   기타The oil was chromatographed on silica gel using an eluant of ethyl acetate and methanol (9:1 v/v)

실험 절차

The FMOC amide from Step F (1.15 g; 1.88 mmol) was dissolved in methylene chloride (10 ml) and 4-(aminomethyl)piperidine (1 ml) added. The reaction mixture was stirred at room temperature. The reaction mixture was stirred for 15 minutes and then quenched by adding water. The methylene chloride phase was separated, dried over ahnydrous potassium carbonate powder, filtered and evaprated under reduced pressure to afford an orange-yellow oil. The oil was chromatographed on silica gel using an eluant of ethyl acetate and methanol (9:1 v/v). A pale yellow oil (517 mg; 70.6%) was isolated of the amine. FAB-MS:- calculated for C23H23N3 O3 389.2 found 389.9 (M).

출처