Sodium Methoxide → HCID 178486031, 화합물

HRID 2057336

반응식

HRID 2057336 반응식
[C:1]([O:5][C:6]([N:8]([CH3:22])[CH:9]1[CH2:14][CH2:13][C:12](=[CH:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[O-].[Na+]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]([CH3:22])[C@H:9]1[CH2:10][CH2:11][C@H:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:13][CH2:14]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 10942334Sodium MethoxideHCID 225676825-[4-(tert-Butoxycarbonyl-methyl-amino)-cyclohexylidene]-pentanoic acid

생성물 1

HCID 178486031HCID 178486031, 화합물수율 105%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

5.0 g (16.1 mmol) 5-[4-(tert-Butoxycarbonyl-methyl-amino)-cyclohexylidene]-pentanoic acid in 50 ml methanol were hydrogenated with 0.5 g 10% Pd/C in the presence of 0.94 ml (16.9 mmol, 1.05 eq) sodium methanolate for 1 h at RT. After filtration and evaporation of the solvent, the residue was dissolved in ether and acidified by adding 1M HCl. The organic phase was extracted with water, dried over MgSO4 and evaporated to give 5.3 g (quant) trans-5-[4-(tert-Butoxycarbonyl-methyl-amino)-cyclohexyl]-pentanoic acid as light yellow oil, MS: (312 MH+).

후처리

  1. filtrationAfter filtration and evaporation of the solvent
  2. dissolutionthe residue was dissolved in ether
  3. additionby adding 1M HCl
  4. extractionThe organic phase was extracted with water
  5. dry with materialdried over MgSO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-a17f48715be64cf5a60ec8e2eec018cf
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07335687B2

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