{5-[(1R)-2-[Bis(phenylmethyl)amino]-1-hydroxyethyl]-2-[({[2-(trimethylsilyl)ethyl]oxy}methyl)oxy]phenyl}formamide → {5-[(1R)-2-Amino-1-hydroxyethyl]-2-[({[2-(trimethylsilyl)ethyl]oxy}methyl)oxy]phenyl}formamide

HRID 494169노트

반응식

HRID 494169 반응식
C1(C[N:8](CC2C=CC=CC=2)[CH2:9][C@@H:10]([C:12]2[CH:13]=[CH:14][C:15]([O:21][CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])=[C:16]([NH:18][CH:19]=[O:20])[CH:17]=2)[OH:11])C=CC=CC=1.[H][H]>CCOC(C)=O.CCO.[Pd].[OH-].[OH-].[Pd+2]>[NH2:8][CH2:9][C@@H:10]([C:12]1[CH:13]=[CH:14][C:15]([O:21][CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])=[C:16]([NH:18][CH:19]=[O:20])[CH:17]=1)[OH:11]

참가 물질

7

반응물 2

HCID 86606168{5-[(1R)-2-[Bis(phenylmethyl)amino]-1-hydroxyethyl]-2-[({[2-(trimethylsilyl)ethyl]oxy}methyl)oxy]phenyl}formamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 86606169{5-[(1R)-2-Amino-1-hydroxyethyl]-2-[({[2-(trimethylsilyl)ethyl]oxy}methyl)oxy]phenyl}formamide수율 89.7%

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of {5[(1R)-2-[bis(phenylmethyl)amino]-1-hydroxyethyl}-2-[({[2-(trimethylsilyl)ethyl]oxy}methyl)oxy]phenyl}formamide (90 mg) in EtOAc (8 ml) and EtOH (8 ml) was hydrogenated over 10% palladium on carbon (40 mg) and 20% palladium hydroxide on carbon (20 mg). When hydrogen uptake had ceased the mixture was filtered through celite and the solvent evaporated in vacuo to give the title compound (52 mg). LCMS RT=2.31 min.

후처리

  1. filtrationwas filtered through celite
  2. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-61e6e6ca47a4414b8b2ebca4ad2b4ef5
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538127B2

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