tert-butyl 2-((2S,5R)-6-(benzyloxy)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-4-yl)ethylcarbamate → tert-butyl 2-((2S,5R)-2-carbamoyl-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-4-yl)ethylcarbamate

HRID 627240ノート

反応式

HRID 627240 の反応式
C([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[C:11]([CH2:21][CH2:22][NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:12][C@H:13]2[C:18](=[O:20])[NH2:19])C1C=CC=CC=1>CCOC(C)=O.[Pd]>[C:18]([C@@H:13]1[CH:12]=[C:11]([CH2:21][CH2:22][NH:23][C:24](=[O:30])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[C@@H:10]2[CH2:17][N:14]1[C:15](=[O:16])[N:9]2[OH:8])(=[O:20])[NH2:19]

参加物

4

反応物 1

HCID 89852204tert-butyl 2-((2S,5R)-6-(benzyloxy)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-4-yl)ethylcarbamate2 回

生成物 1

HCID 117940260tert-butyl 2-((2S,5R)-2-carbamoyl-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-4-yl)ethylcarbamate収率 98%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of tert-butyl 2-((2S,5R)-6-(benzyloxy)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-4-yl)ethylcarbamate (Intermediate 227, 0.300 g, 0.72 mmol) in EtOAc (5 mL) was added 10% Pd/C (0.077 g, 0.72 mmol). The reaction mixture was stirred under hydrogen for 30 minutes. The reaction mixture was filtered through celite and washed with EtOAc. The solvent was removed in vacuo to give the title compound as a white solid (0.23 g, 98%).

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with EtOAc
  3. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-3226fa1876a445bbbe3ad8e1a9561a21
出典データセット
uspto-grants-2016_04
特許番号
US09309245B2

反応ノート

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