tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate → tert-butyl 3-[(3-hydroxy-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate

HRID 20586ノート

反応式

HRID 20586 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([CH:27]=[C:28]([O:30][C@@H:31]([CH3:44])[CH2:32][O:33][Si:34]([CH:41]([CH3:43])[CH3:42])([CH:38]([CH3:40])[CH3:39])[CH:35]([CH3:37])[CH3:36])[CH:29]=1)[C:12]([NH:14][C:15]1[CH:19]=[CH:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[N:16]=1)=[O:13])C1C=CC=CC=1>C1COCC1.C(O)C>[OH:8][C:9]1[CH:10]=[C:11]([CH:27]=[C:28]([O:30][C@@H:31]([CH3:44])[CH2:32][O:33][Si:34]([CH:41]([CH3:43])[CH3:42])([CH:35]([CH3:37])[CH3:36])[CH:38]([CH3:39])[CH3:40])[CH:29]=1)[C:12]([NH:14][C:15]1[CH:19]=[CH:18][N:17]([C:20]([O:22][C:23]([CH3:25])([CH3:26])[CH3:24])=[O:21])[N:16]=1)=[O:13]

参加物

3

反応物 1

HCID 59346886tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate

生成物 1

HCID 59346873tert-butyl 3-[(3-hydroxy-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate収率 91.1%

試薬・触媒・溶媒 1

HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

A solution of tert-butyl 3-[(3-(benzyloxy)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzoyl)amino]-1H-pyrazole-1-carboxylate (90 mg, 0.144-mmol) in 1:1 mixture of THF/ethanol was evacuated and purged with nitrogen (×3). 10% Palladium on carbon was added and the reaction mixture was evacuated and purged with nitrogen and then evacuated and finally purged with hydrogen gas. The reaction mixture was left to stir at ambient temperature under an atmosphere of hydrogen for 6 hours. The Palladium catalyst was filtered through diatomaceous earth. The filtrate was evaporated to give a crude solid (70 mg)

後処理

  1. customwas evacuated
  2. custompurged with nitrogen (×3)
  3. addition10% Palladium on carbon was added
  4. customthe reaction mixture was evacuated
  5. custompurged with nitrogen
  6. customevacuated
  7. customfinally purged with hydrogen gas
  8. waitThe reaction mixture was left
  9. filtrationThe Palladium catalyst was filtered through diatomaceous earth
  10. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-e69d74f5ba3d450295d054083235e89a
出典データセット
uspto-grants-2010_06
特許番号
US07745475B2

反応ノート

読み込み中…