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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
笔记
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反应方程式

HRID 2118348 反应方程式
[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]
参与物实验过程后处理来源与证据反应笔记

参与物

6

反应物 1

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

产物 1

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

试剂、催化剂与溶剂 4

HCID 23938钯碳催化剂HCID 9942167氢氧化钯催化剂HCID 176醋酸溶剂
HCID 702
乙醇
溶剂

实验过程

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

后处理

  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)

来源与证据

ORD记录
ord-21e21cfd0f30468889612898564549a2
来源数据集
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
专利号
US07442839B2

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记