无水亚硫酸钠 → 1-BOC-4-羟基-4-羟甲基哌啶

HRID 458758

反应方程式

HRID 458758 反应方程式
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

参与物

7

反应物 4

HCID 24437无水亚硫酸钠HCID 82029N-甲基吗啉氧化物HCID 2756808N-Boc-4-亚甲基哌啶HCID 21881883Oxolane--water (1/1)

产物 1

HCID 225945581-BOC-4-羟基-4-羟甲基哌啶

试剂、催化剂与溶剂 2

HCID 30318锇酸催化剂HCID 8857乙酸乙酯溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-4d313316d43747458bd2f04bc86fd037
来源数据集
uspto-grants-2007_03
专利号
US07192969B2

关联笔记

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