Carbon Dioxide → 1-(3,5-difluorophenyl)-2-(6-carboxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropan-1-one

HRID 1274865노트

반응식

HRID 1274865 반응식
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[F:11][C:12]1[CH:13]=[C:14]([C:19](=[O:37])[C:20]([N:23]2[C:28](=[O:29])[C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[C:26]([CH3:36])[O:25][CH2:24]2)([CH3:22])[CH3:21])[CH:15]=[C:16]([F:18])[CH:17]=1.[C:38](=[O:40])=[O:39]>O1CCCC1>[F:11][C:12]1[CH:13]=[C:14]([C:19](=[O:37])[C:20]([N:23]2[C:28](=[O:29])[C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[C:26]([CH2:36][C:38]([OH:40])=[O:39])[O:25][CH2:24]2)([CH3:22])[CH3:21])[CH:15]=[C:16]([F:18])[CH:17]=1

참가 물질

5

반응물 3

HCID 280Carbon DioxideHCID 2733832Lithium HexamethyldisilazideHCID 221182601-(3,5-difluorophenyl)-2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methyl-propan-1-one

생성물 1

HCID 221183161-(3,5-difluorophenyl)-2-(6-carboxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropan-1-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium bis(trimethylsilyl)amide (1.5 ml of 1.0M solution) was added to a solution of 1-(3,5-difluorophenyl)-2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropan-1-one (0.5 g) in tetrahydrofuran, under inert atmosphere at -5° C. After stirring for 0.5 hours, the solution was poured onto solid carbon dioxide (excess), allowed to warm to ambient temperature and poured onto water. The aqueous phase was acidified, extracted (ethyl acetate), dried (magnesium sulphate) and evaporated, to give 1-(3,5-difluorophenyl)-2-(6-carboxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropan-1-one (Compound 704, 0.065 g), NMR 1.5 (s,6H), 3.2 (s,2H), 5.4 (s,2H), 6.8 (m,1H), 7.0 (m,2H), 7.2 (m,3H), 7.5 (d,2H), 9.0 (bs,1H).

후처리

  1. additionpoured onto water
  2. extractionextracted (ethyl acetate)
  3. dry with materialdried (magnesium sulphate)
  4. customevaporated

출처 및 근거

ORD 기록
ord-ea244fe90d75443f861588bc65bb1aff
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06159902

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