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N-{5-((1R)-1-Hydroxy-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)-2-[(phenylmethyl)oxy]phenyl}-N-(phenylmethyl)methanesulfonamide → (R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide

HRID 2118348
ノート
印刷プレビュー

反応式

HRID 2118348 の反応式
[OH:1][C@H:2]([C:14]1[CH:15]=[CH:16][C:17]([O:32]CC2C=CC=CC=2)=[C:18]([N:20](CC2C=CC=CC=2)[S:21]([CH3:24])(=[O:23])=[O:22])[CH:19]=1)[CH2:3][NH:4][C@@H](C1C=CC=CC=1)CO>[Pd].CCO.CC(O)=O.[OH-].[Pd+2].[OH-]>[NH2:4][CH2:3][C@@H:2]([C:14]1[CH:15]=[CH:16][C:17]([OH:32])=[C:18]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:19]=1)[OH:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 1

HCID 69120074N-{5-((1R)-1-Hydroxy-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)-2-[(phenylmethyl)oxy]phenyl}-N-(phenylmethyl)methanesulfonamide

生成物 1

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide

試薬・触媒・溶媒 4

HCID 23938Palladium触媒HCID 9942167Palladium hydroxide触媒HCID 176Acetic Acid溶媒
HCID 702Ethanol溶媒

実験手順

To an evacuated flask containing palladium hydroxide (70.8 mg) and palladium on carbon [50% water by weight] (70.8 mg) was added a solution of N-{5-((1R)-1-hydroxy-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)-2-[(phenylmethyl)oxy]phenyl}-N-(phenylmethyl)methanesulfonamide (354 mg) in EtOH (15 ml) and AcOH (3 ml). The mixture was hydrogenated for 19 h. The catalysts were filtered off and the filtrate concentrated in vacuo. The mixture was purified by column chromatography (Oasis cartridge, 0 to 50% MeOH in water) to afford the title compound. LCMS RT=0.35 min

後処理

  1. filtrationThe catalysts were filtered off
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe mixture was purified by column chromatography (Oasis cartridge, 0 to 50% MeOH in water)

出典と根拠

ORDレコード
ord-21e21cfd0f30468889612898564549a2
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07442839B2

反応ノート

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