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[1,1-Dioxo-(3R,4S)-4-[(R)-1-phenyl-ethylamino]-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluoro-benzyl)-piperidin-1-yl]-methanone → [(3R,4S)-4-Amino-1,1-dioxo-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluorobenzyl)-piperidin-1-yl]-methanone

HRID 497499
ノート
印刷プレビュー

反応式

HRID 497499 の反応式
[O:1]=[S:2]1(=[O:32])[CH2:6][C@@H:5]([NH:7][C@@H](C2C=CC=CC=2)C)[C@H:4]([C:16]([N:18]2[CH2:23][CH2:22][CH2:21][C@@H:20]([CH2:24][C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[CH2:19]2)=[O:17])[CH2:3]1>[OH-].[Pd+2].[OH-].CO>[NH2:7][C@@H:5]1[CH2:6][S:2](=[O:1])(=[O:32])[CH2:3][C@H:4]1[C:16]([N:18]1[CH2:23][CH2:22][CH2:21][C@@H:20]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:19]1)=[O:17]
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 69747758[1,1-Dioxo-(3R,4S)-4-[(R)-1-phenyl-ethylamino]-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluoro-benzyl)-piperidin-1-yl]-methanone

生成物 1

HCID 69748830[(3R,4S)-4-Amino-1,1-dioxo-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluorobenzyl)-piperidin-1-yl]-methanone収率 108.3%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

[1,1-Dioxo-(3R,4S)-4-[(R)-1-phenyl-ethylamino]-tetrahydrothiophen-3-yl]-[(S)-3-(4-fluoro-benzyl)-piperidin-1-yl]-methanone (790 mg, 1.72 mmol), palladium hydroxide (20 weight % on carbon, dry basis; 1.1 g) and methanol (50 mL) were combined in a pressure bottle and shaken under a hydrogen atmosphere (55-60 psig) for 20.5 h. The mixture was filtered through Celite, and the solids were washed thoroughly with methanol. The filtrate was concentrated to give the product as a solid (660 mg, quantitative), used without further purification.

後処理

  1. filtrationThe mixture was filtered through Celite
  2. washthe solids were washed thoroughly with methanol
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-032dbf383d9b4fb1a5bbbe6bdf2f1471
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06949546B2

反応ノート

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