tert-Butanol → HCID 9840562, 화합물

HRID 1066725노트

반응식

HRID 1066725 반응식
[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

참가 물질

6

반응물 3

HCID 6386tert-ButanolHCID 82029Methyl morpholine oxideHCID 22573128HCID 22573128, 화합물

생성물 1

HCID 9840562HCID 9840562, 화합물

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-4378e9e7fbe741038523fb9a073382f6
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06245760B1

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