Sodium Sulfite → HCID 68506124、化合物

HRID 1714047ノート

反応式

HRID 1714047 の反応式
[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

参加物

7

反応物 4

HCID 24437Sodium SulfiteHCID 82029Methyl morpholine oxideHCID 21553975Acetone water tetrahydrofuranHCID 68505449HCID 68505449、化合物

生成物 1

HCID 68506124HCID 68506124、化合物

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 962Water溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-13337eeda0ad438098caf2749cc98999
出典データセット
uspto-grants-2010_09
特許番号
US07795247B2

反応ノート

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