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4-Benzyl 1,4-di-tert-butyl (1S)-5-[5-(benzyloxy)pyridin-2-yl]-1-[(tert-butoxycarbonyl)amino]pentane-1,4,4-tricarboxylate → (5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[(5-hydroxypyridin-2-yl)methyl]-6-oxohexanoic acid

HRID 591304
ノート
印刷プレビュー

反応式

HRID 591304 の反応式
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][C:16]([C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])([C:35]([O:37]CC2C=CC=CC=2)=[O:36])[CH2:17][CH2:18][C@H:19]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[N:13][CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[C:23]([O:22][C:20](=[O:21])[C@@H:19]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:18][CH2:17][C:16]([C:45]([O:47][C:48]([CH3:49])([CH3:50])[CH3:51])=[O:46])([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][N:13]=1)[C:35]([OH:37])=[O:36])([CH3:24])([CH3:25])[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 1178126974-Benzyl 1,4-di-tert-butyl (1S)-5-[5-(benzyloxy)pyridin-2-yl]-1-[(tert-butoxycarbonyl)amino]pentane-1,4,4-tricarboxylate

生成物 1

HCID 70977774(5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[(5-hydroxypyridin-2-yl)methyl]-6-oxohexanoic acid収率 101.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of 310 mg of 4-benzyl 1,4-di-tert-butyl (1S)-5-[5-(benzyloxy)pyridin-2-yl]-1-[(tert-butoxycarbonyl)amino]pentane-1,4,4-tricarboxylate (0.44 mmol) in methanol (10 mL) was added a 10% palladium on carbon hydrogenation catalyst (15 mg) at room temperature. The suspension was stirred for 3 h at room temperature under an atmosphere of hydrogen. The catalyst was removed by filtration and all volatiles were removed in vacuo. The crude product (234 mg, quantitative yield) was used in the next step without further purification.

後処理

  1. customThe catalyst was removed by filtration
  2. customall volatiles were removed in vacuo

出典と根拠

ORDレコード
ord-9460234fbd744e6baab04d5f9cade836
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238631B2

反応ノート

読み込み中…

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