tert-Butanol → HCID 9840562、化合物

HRID 1066725ノート

反応式

HRID 1066725 の反応式
[CH:1]12CC(C=[CH:6]1)[CH2:3][CH:2]2[O:8][C:9]1[CH:18]=[N:17][C:16]2[C:11](=[CH:12][C:13]([O:21][CH3:22])=[C:14]([O:19][CH3:20])[CH:15]=2)[N:10]=1.C[N+]1([O-])CC[O:27]CC1.[C:31]([OH:35])([CH3:34])([CH3:33])C>C1COCC1.O=[Os](=O)(=O)=O>[CH3:20][O:19][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][C:13]=1[O:21][CH3:22])[N:10]=[C:9]([O:8][CH:2]1[CH2:3][CH:34]3[CH2:6][CH:1]1[CH:33]([OH:27])[CH:31]3[OH:35])[CH:18]=[N:17]2

参加物

6

反応物 3

HCID 6386tert-ButanolHCID 82029Methyl morpholine oxideHCID 22573128HCID 22573128、化合物

生成物 1

HCID 9840562HCID 9840562、化合物

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(bicyclo[2.2.1]hept-5-en-2-yloxy)-6,7-dimethoxy-quinoxaline (149 mg, 0.5 mmole) and 4-methylmorpholine N-oxide (234 mg, 2 mmole) at room temperature in 5 mL of THF is added a solution of OsO4 in t-butanol (2.5% by wt., 0.2 mL). The brown solution is stirred vigorously for two hours before being quenched with saturated NaHS2O3 (2 mL). Ether (3×100 mL) is used to extract and then dried over magnesium sulfate. The residue after filtration and concentration is chromatographed on silica ;gel (50% ethyl acetate/hexane) to provide the desired product (m.p. 85-88° C.). Anal. Calcd. for C17H20N2O5.0.9H2O: C, 58.73; H, 6.29; N, 8.06; Found: C, 58.74; H, 5.91; N, 7.53.

後処理

  1. custombefore being quenched with saturated NaHS2O3 (2 mL)
  2. extractionto extract
  3. dry with materialdried over magnesium sulfate
  4. filtrationThe residue after filtration and concentration
  5. customis chromatographed on silica ;gel (50% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-4378e9e7fbe741038523fb9a073382f6
出典データセット
uspto-grants-2001_06
特許番号
US06245760B1

反応ノート

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