Sodium Sulfite → 1,1-Dimethylethyl 4-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate

HRID 458758

反応式

HRID 458758 の反応式
C=C1CC[N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.C[N+]1([O-])CC[O:19]CC1.S([O-])([O-])=O.[Na+].[Na+].[O:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1.O>C(OCC)(=O)C.[Os](=O)(=O)(=O)=O>[OH:19][C:32]1([CH2:33][OH:29])[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:30][CH2:31]1

参加物

7

反応物 4

HCID 24437Sodium SulfiteHCID 82029Methyl morpholine oxideHCID 27568081-Boc-4-MethylenepiperidineHCID 21881883Oxolane--water (1/1)

生成物 1

HCID 225945581,1-Dimethylethyl 4-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 98 mg of t-butyl 4-methylenetetrahydropyridine-1(2H)-carboxylate in 2 ml of tetrahydrofuran-water (1:1), 88 mg of N-methyl morpholine-oxide and 0.1 ml of 2% osmium tetraoxide were added at 0° C., followed by 2 hours' stirring at the same temperature. Adding sodium sulfite to the reaction liquid, the reaction liquid was further stirred for 30 minutes, diluted with ethyl acetate, washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. Distilling the solvent off under reduced pressure, 115 mg of the title compound was obtained.

後処理

  1. customthe reaction liquid
  2. stirringwas further stirred for 30 minutes
  3. washwashed successively with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationDistilling the solvent off under reduced pressure

出典と根拠

ORDレコード
ord-4d313316d43747458bd2f04bc86fd037
出典データセット
uspto-grants-2007_03
特許番号
US07192969B2

関連ノート

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