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

HRID 21979

反応式

HRID 21979 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-816f91b6ed0f4caeb76cd0aee3ce2eb8
出典データセット
uspto-grants-1995_06
特許番号
US05426103

関連ノート

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