Sodium periodate → 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(1-oxidotetrahydro-2H-thiopyran-4-yl)-quinazoline-2,4(1H,3H)-dione

HRID 1022510노트

반응식

HRID 1022510 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH:19]1[CH2:24][CH2:23][S:22][CH2:21][CH2:20]1)[C:14](=[O:25])[N:13]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=1)[C:12]2=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I([O-])(=O)(=O)=[O:39].[Na+]>CO.CCO.O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH:19]1[CH2:24][CH2:23][S:22](=[O:39])[CH2:21][CH2:20]1)[C:14](=[O:25])[N:13]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=1)[C:12]2=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 23667635Sodium periodateHCID 667327516-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(tetrahydro-2H-thiopyran-4-yl)quinazoline-2,4(1H,3H)-dione

생성물 1

HCID 667327356-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(1-oxidotetrahydro-2H-thiopyran-4-yl)-quinazoline-2,4(1H,3H)-dione수율 106.7%

시약·촉매·용매 1

HCID 86664769MeOH EtOH water용매

실험 절차

A mixture of 0.9 g of 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(tetrahydro-2H-thiopyran-4-yl)quinazoline-2,4(1H,3H)-dione and 0.445 g of sodium periodate in 20 ml of an MeOH/EtOH/water mixture (5/5/1, v/v/v) is stirred overnight at room temperature. The resulting mixture is evaporated under reduced pressure. Water is added and the resulting mixture is extracted with DCM. The organic phase is dried over Na2SO4. The resulting mixture is filtered, and the filtrate is evaporated under reduced pressure. The residue is chromatographed on silica gel, eluting with a DCM/MeOH mixture from (100/0, v/v) to (95/5, v/v) to give 0.99 g of the expected product.

후처리

  1. customThe resulting mixture is evaporated under reduced pressure
  2. additionWater is added
  3. extractionthe resulting mixture is extracted with DCM
  4. dry with materialThe organic phase is dried over Na2SO4
  5. filtrationThe resulting mixture is filtered
  6. customthe filtrate is evaporated under reduced pressure
  7. customThe residue is chromatographed on silica gel
  8. washeluting with a DCM/MeOH mixture from (100/0

출처 및 근거

ORD 기록
ord-42f30d7786f641aa8d3a3cdf412e0be2
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722659B2

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