3-Benzyloxycarbonylamino-4,4-diethoxy-butyric acid tert-butyl ester → 3-Amino-4,4-diethoxy-butyric acid tert-butyl ester

HRID 350620노트

반응식

HRID 350620 반응식
[C:1]([O:5][C:6](=[O:27])[CH2:7][CH:8]([NH:16]C(OCC1C=CC=CC=1)=O)[CH:9]([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6](=[O:27])[CH2:7][CH:8]([NH2:16])[CH:9]([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])([CH3:3])([CH3:2])[CH3:4]

참가 물질

4

반응물 1

HCID 694647453-Benzyloxycarbonylamino-4,4-diethoxy-butyric acid tert-butyl ester

생성물 1

HCID 858184393-Amino-4,4-diethoxy-butyric acid tert-butyl ester수율 98.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 3-Benzyloxycarbonylamino-4,4-diethoxy-butyric acid tert-butyl ester (0.50 g, 1.31 mmol) in Ethyl acetate (50 mL) at room temperature was added 10 mol % Pd/C (˜0.05 g). The reaction flask was purged between H2 (1atm) and vacuum three times before stirring under H2 (1atm) at room temperature. After stirring at room temperature for 3 hrs, the reaction mixture was filtered through celite and then evaporated to dryness to give the title compound (0.32 g, 98%) as a clear oil. 1HNMR (CDCl3) δ 4.29 (d, J=5.4 Hz, 1H), 3.79–3.67 (m, 2H), 3.61–3.49 (m, 2H), 3.29–3.21 (m, 1H), 2.60–2.53 (dd, J=16.2, 4.2 Hz, 1H), 2.30–2.21 (dd, J=16.2, 9.0 Hz, 1H), 1.46 (s, 9H), 1.25–1.19 (m, 3H).

후처리

  1. customThe reaction flask was purged between H2 (1atm) and vacuum three times
  2. stirringAfter stirring at room temperature for 3 hrs
  3. filtrationthe reaction mixture was filtered through celite
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-42bc809955fe4025845d8ce9c7170a0a
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183260B2

반응 노트

불러오는 중…