Sodium Sulfite → HCID 68506124, 화합물

HRID 1714047노트

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HRID 1714047 반응식
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:26]([O:28][CH3:29])=[O:27])=[CH:12][C:13]=3[N:14]3[CH2:21]CC=C[C:17]4[CH:22]=[CH:23][CH:24]=[CH:25][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[N+]1([O-])CC[O:34]CC1.[O-]S([O-])=O.[Na+].[Na+].[CH3:44][C:45]([CH3:47])=[O:46].C1COCC1.O>O.O=[Os](=O)(=O)=O>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:26]([O:28][CH3:29])=[O:27])=[CH:12][C:13]=3[N:14]3[CH2:21][CH2:47][CH:45]([OH:46])[CH:44]([OH:34])[C:17]4[CH:22]=[CH:23][CH:24]=[CH:25][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

7

반응물 4

HCID 24437Sodium SulfiteHCID 82029Methyl morpholine oxideHCID 21553975Acetone water tetrahydrofuranHCID 68505449HCID 68505449, 화합물

생성물 1

HCID 68506124HCID 68506124, 화합물

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 962Water용매

실험 절차

A solution (0.11 M) of methyl 14-cyclohexyl-7,8-dihydroindolo[2,1-a][2]benzazocine-11-carboxylate (prepared as in Example 41, Step 3) in acetone/THF/H2O (1/1/1) was treated with N-methylmorpholine-N-oxide (1.2 eq), followed by OsO4 (4% wt in H2O, 0.1 eq) and left stirring at RT overnight. The clear solution was then treated with 10% wt Na2SO3 and left stirring for 30 min, then diluted with H2O and extracted with EtOAc. The organic phase was washed with brine, dried over Na2SO4 and evaporated i. vac. to give the clean title compound as a creamy solid; MS (ES+) m/z 420 (M+H)+.

후처리

  1. waitleft
  2. waitleft
  3. stirringstirring for 30 min
  4. extractionextracted with EtOAc
  5. washThe organic phase was washed with brine
  6. dry with materialdried over Na2SO4
  7. customevaporated i

출처 및 근거

ORD 기록
ord-13337eeda0ad438098caf2749cc98999
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795247B2

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