Ammonium formate → (S)-tert-butyl 4-aminoazepane-1-carboxylate

HRID 714535노트

반응식

HRID 714535 반응식
C1([C@H]([NH:9][C@H:10]2[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:11]2)C)C=CC=CC=1.C([O-])=O.[NH4+]>CO.[OH-].[OH-].[Pd+2]>[NH2:9][C@H:10]1[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:11]1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 59027964tert-Butyl (S)-4-(((R)-1-phenylethyl)amino)azepane-1-carboxylate

생성물 1

HCID 32639843(S)-tert-butyl 4-aminoazepane-1-carboxylate수율 87.3%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

A suspension of Pd(OH)2/C (10%, 550 mg), tert-butyl (4S)-4-{[(1R)-1-phenylethyl]amino}azepane-1-carboxylate (5.5 g, 17.3 mmol) and HCOONH4 (3.3 g, 51.9 mmol) in MeOH (80 mL) was heated at reflux for 1.5 h. The reaction mixture was cooled to rt and filtered, the solvents of the filtrate were removed in vacuo. The residue was purified by column chromatography (gradient 0% to 10% MeOH in DCM) to give tert-butyl (4S)-4-aminoazepane-1-carboxylate (3.2 g, 87.3%).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 h
  3. filtrationfiltered
  4. customthe solvents of the filtrate were removed in vacuo
  5. customThe residue was purified by column chromatography (gradient 0% to 10% MeOH in DCM)

출처 및 근거

ORD 기록
ord-b0f5a0c581f44aa792e754e23df3ccd2
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187451B2

반응 노트

불러오는 중…