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Isopropanol → (9aR)-octahydropiperazino[2,1-c]morpholine

HRID 2066532
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HRID 2066532 반응식
[CH2:1]1[C@H:6]2[CH2:7][NH:8][CH2:9][CH2:10][N:5]2[C:4](=O)[CH2:3][O:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].CC(O)C.[O-]S([O-])(=O)=O.[Na+].[Na+]>O1CCOCC1>[CH2:1]1[C@H:6]2[CH2:7][NH:8][CH2:9][CH2:10][N:5]2[CH2:4][CH2:3][O:2]1
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참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 24436Sodium Sulfate2회HCID 16124470(9aR)-Hexahydropyrazino[2,1-c][1,4]oxazin-4(3H)-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 18649033(9aR)-octahydropiperazino[2,1-c]morpholine수율 73%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of (R)-hexahydro-pyrazino[2,1-c][1,4]oxazin-4-one (60 mg, 0.39 mmol) in dioxane (5 mL) was added LiAlH4 (1.5 mL, 1M solution in THF). The resulting mixture was heated at 80° C. for 2.5 h before the addition of iPrOH (0.5 mL) followed by a saturated aqueous solution of Na2SO4 (3 mL). Further Na2SO4 was added and the resulting mixture filtered through celite, washing with EtOAc. The resulting residue was purified by NH2 column to give the title compound as an oil (40 mg, 73%).

후처리

  1. filtrationthe resulting mixture filtered through celite
  2. washwashing with EtOAc
  3. customThe resulting residue was purified by NH2 column

출처 및 근거

ORD 기록
ord-0de7cf8cbd134b419f5ede457cf48a8c
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08293735B2

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