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Sodium Bicarbonate → HCID 67337045, 화합물

HRID 1674685
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HRID 1674685 반응식
[CH2:1]([O:3][C@H:4]([CH3:41])[CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C@@H:14]2[C@@H:19]([O:20][CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[O:30][CH2:29][CH2:28][N:27]([CH2:31][CH2:32][CH2:33][O:34][CH3:35])[C:26]=4[CH:36]=3)[CH2:18][NH:17][CH2:16][C@H:15]2[CH2:37][NH:38][CH:39]=O)=[CH:10][CH:9]=1)[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O-])(O)=O.[Na+]>C1COCC1>[CH2:1]([O:3][C@H:4]([CH3:41])[CH2:5][O:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C@@H:14]2[C@@H:19]([O:20][CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[O:30][CH2:29][CH2:28][N:27]([CH2:31][CH2:32][CH2:33][O:34][CH3:35])[C:26]=4[CH:36]=3)[CH2:18][NH:17][CH2:16][C@H:15]2[CH2:37][NH:38][CH3:39])=[CH:12][CH:13]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 21226445Aluminium lithium hydrideHCID 42633024HCID 42633024, 화합물

생성물 1

HCID 67337045HCID 67337045, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1 mmol of N-{(3S,4R,5R)-4-[4-((R)-2-ethoxy-propoxymethyl)-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-piperidin-3-ylmethyl}-formamide (example 7) 8 ml of THF is mixed with 2 mmol of LiAlH4 (1M in THF) and stirred at RT for 13 h (conversion checked by HPLC or TLC), then the reaction mixture is heated to 40° C. for 2 h. The reaction mixture is poured on saturated aqueous NaHCO3 solution and extracted with TBME (3×). The combined organic phases are washed with H2O and brine and evaporated in vacuo. The title compound is obtained from the residue by flash chromatography (SiO2 60F) and identified based on the Rf value.

후처리

  1. temperaturethe reaction mixture is heated to 40° C. for 2 h
  2. extractionextracted with TBME (3×)
  3. washThe combined organic phases are washed with H2O and brine
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-fef43fc464894db6a49125e38935b14d
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08003640B2

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