Sodium Chloride → HCID 69317052, 화합물

HRID 2114840노트

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HRID 2114840 반응식
[CH:1]([C:3]1([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH2:6][CH2:5][CH2:4]1)=O.[O:16]([C:18]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:19]=1[CH2:20][NH2:21])[CH3:17].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+].[Na+].[Cl-]>C1COCC1.CCOC(C)=O>[CH3:17][O:16][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:19]=1[CH2:20][NH:21][CH2:1][C:3]1([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:7][CH2:6][CH2:5][CH2:4]1

참가 물질

8

반응물 5

HCID 5234Sodium ChlorideHCID 516892Sodium BicarbonateHCID 5972502,4-DimethoxybenzylamineHCID 5049666Sodium triacetoxyborohydrideHCID 16217741tert-Butyl (1-formylcyclopentyl)carbamate

생성물 1

HCID 69317052HCID 69317052, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of tert-butyl 1-formylcyclopentylcarbamate (1.87 g, 8.78 mmol) in anhydrous THF (9 mL) was added 2,4-dimethoxylbenzylamine (1.98 mL, 13.17 mmol). The reaction was stirred for 10 min, treated with sodium triacetoxyborohydride (2.98 g, 14.04 mmol), and stirred for an additional 2 h at room temperature under an atmosphere of nitrogen. Saturated aqueous NaHCO3 solution was added and the mixture stirred until gas evolution ceased. The mixture was diluted with EtOAc, and the separated aqueous layer was saturated with NaCl and extracted into EtOAc once more. The combined organics were dried over Na2SO4, filtered, and concentrated in vacuo to afford the product.

후처리

  1. stirringstirred for an additional 2 h at room temperature under an atmosphere of nitrogen
  2. stirringthe mixture stirred until gas evolution
  3. extractionextracted into EtOAc once more
  4. dry with materialThe combined organics were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto afford the product

출처 및 근거

ORD 기록
ord-b4dda52a205342519029fc0bb30dea31
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435735B2

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