Sodium hydride → Diethyl [5-(7-ethoxymethyl-3-methylxanthin-1-yl)pentyl]phosphonate

HRID 2008

반응식

HRID 2008 반응식
[P:1]([O-:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4].[H-].[Na+].Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[C:26](=[O:27])[C:25]2[N:24]([CH2:28][O:29][CH2:30][CH3:31])[CH:23]=[N:22][C:21]=2[N:20]([CH3:32])[C:18]1=[O:19]>CN(C)C=O>[CH2:30]([O:29][CH2:28][N:24]1[C:25]2[C:26](=[O:27])[N:17]([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][P:1](=[O:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4])[C:18](=[O:19])[N:20]([CH3:32])[C:21]=2[N:22]=[CH:23]1)[CH3:31]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 3780918DiethylphosphiteHCID 196892501-(5-Bromopentyl)-7-ethoxymethyl-3-methylxanthine

생성물 1

HCID 22446295Diethyl [5-(7-ethoxymethyl-3-methylxanthin-1-yl)pentyl]phosphonate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
20 °C

실험 절차

4.8 g (0.035 mol) of diethyl phosphite were cooled to 0° C. in 100 ml of dry dimethylformamide and slowly treated with 0.8 g (0.035 mol) of sodium hydride. The solution was stirred at 20° C. for 0.5 hours to complete the deprotonation and then treated with 10 g (0.0268 mol) of 1-(5-bromopentyl)-7-ethoxymethyl-3-methylxanthine, dissolved in a little dimethyl-formamide. After 4 hours at 20° C., the reaction mixture was quenched with a little saturated ammonium chloride solution, concentrated and chromatographed on silica gel (eluent: dichloromethane/methanol 15:1).

후처리

  1. waitAfter 4 hours at 20° C.
  2. customthe reaction mixture was quenched with a little saturated ammonium chloride solution
  3. concentrationconcentrated
  4. customchromatographed on silica gel (eluent: dichloromethane/methanol 15:1)

출처 및 근거

ORD 기록
ord-aad289277c9f4d77a324e372db09a54a
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728686

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