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Triethylsilane → 3-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl ester

HRID 2261403
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HRID 2261403 반응식
[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][C:6]1[C:7](=[O:23])[N:8](CC2C=CC(OC)=CC=2OC)[CH2:9][CH2:10][CH:11]=1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][C:6]1[C:7](=[O:23])[NH:8][CH2:9][CH2:10][CH:11]=1
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참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 16720333HCID 16720333, 화합물

생성물 1

HCID 167203353-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl ester수율 74%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

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온도
80 °C

실험 절차

310 mg of 3-[1-(2,4-dimethoxybenzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-propionic acid methyl ester (d) (0.93 mmol) was dissolved in 3 ml of trifluoroacetic acid solution. Then 0.22 ml of triethyl silane (1.395 mmol) was added thereto and the mixture was heated for 20 min at 80° C. The solvent was removed in vacuo and the remaining residue was diluted in 20 ml of chloroform. The organic layer was washed with 5 ml of sat. NaHCO3 solution and 5 ml of sat. NaCl solution. Then the organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with EtOAc solvent as an eluant to give 126 mg (yield: 55%) of the title compound (f).

후처리

  1. customThe solvent was removed in vacuo
  2. additionthe remaining residue was diluted in 20 ml of chloroform
  3. washThe organic layer was washed with 5 ml of sat. NaHCO3 solution and 5 ml of sat. NaCl solution
  4. dry with materialThen the organic layer was dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting compound was purified by column chromatography on Silica gel with EtOAc solvent as an eluant

출처 및 근거

ORD 기록
ord-1b74a4fa4c0c463da5bc8c5308868b1b
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846963B2

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