Ethyl 3-t-butoxycarbonylmethylidene-2-oxo-1-azacyclodecane-10-carboxylate → Ethyl 3-t-butoxycarbonylmethyl-2-oxo-1-azacyclodecane-10-carboxylate

HRID 5406

반응식

HRID 5406 반응식
[C:1]([O:5][C:6]([CH:8]=[C:9]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH:12]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[NH:11][C:10]1=[O:24])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6]([CH2:8][CH:9]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH:12]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[NH:11][C:10]1=[O:24])=[O:7])([CH3:3])([CH3:4])[CH3:2]

참가 물질

4

반응물 1

HCID 54383214Ethyl 3-t-butoxycarbonylmethylidene-2-oxo-1-azacyclodecane-10-carboxylate

생성물 1

HCID 19930811Ethyl 3-t-butoxycarbonylmethyl-2-oxo-1-azacyclodecane-10-carboxylate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

Ethyl 3-t-butoxycarbonylmethylidene-2-oxo-1-azacyclodecane-10-carboxylate (2.85 g, 8.4 mmol) is dissolved in ethyl acetate (75 mL). 10% Pd/C (2.0 g) is added, and the reaction is stirred under an atmosphere of hydrogen for 4.5 hours. The reaction is filtered through Celite, and the solvent is removed. The crude product is purified by silica gel chromatography (20% ethyl acetate/hexane) to give separately the two diastereomers of ethyl 3-t-butoxycarbonylmethyl-2-oxo-1-azacyclodecane-10-carboxylate.

후처리

  1. filtrationThe reaction is filtered through Celite
  2. customthe solvent is removed
  3. customThe crude product is purified by silica gel chromatography (20% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-17a0cf59456c4baa92e9560f5124e23f
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244889

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