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3,4-dihydro-2H-pyran → HCID 58467971, 화합물

HRID 1027854
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HRID 1027854 반응식
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.S(C1C=CC(C)=CC=1)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Cl:24][C:25]1[N:30]=[C:29]([O:31][C@H:32]([CH3:37])[C:33]([CH3:36])([OH:35])[CH3:34])[C:28]([I:38])=[CH:27][N:26]=1>C(Cl)Cl>[Cl:24][C:25]1[N:30]=[C:29]([O:31][C@H:32]([CH3:37])[C:33]([CH3:34])([O:35][CH:6]2[CH2:5][CH2:4][CH2:3][CH2:2][O:1]2)[CH3:36])[C:28]([I:38])=[CH:27][N:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 58467965HCID 58467965, 화합물

생성물 1

HCID 58467971HCID 58467971, 화합물수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2.64 ml (29.0 mmol) dihydropyran and 0.36 g (1.5 mmol) pyridinium tosylate were added to a solution of 4.96 g (14.5 mmol) (R)-3-(2-chloro-5-iodo-pyrimidin-4-yloxy)-2-methyl-butan-2-ol in 30 ml DCM and stirred for 22 hours at room temperature. The mixture was diluted with DCM and washed with saturated sodium hydrogencarbonate solution. The organic phase was dried (Na2SO4), filtered and concentrated by evaporation. The residue obtained was purified chromatographically (hexane/ethyl acetate 4:1). 5.50 g (12.9 mmol; yield: 89%) of the mixture of diastereomers was obtained.

후처리

  1. washwashed with saturated sodium hydrogencarbonate solution
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation
  5. customThe residue obtained
  6. customwas purified chromatographically (hexane/ethyl acetate 4:1)
  7. addition5.50 g (12.9 mmol; yield: 89%) of the mixture of diastereomers
  8. customwas obtained

출처 및 근거

ORD 기록
ord-8918f3f04cce4d3d9ea22fd312846cce
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735412B2

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