Sodium Methoxide → (+)-9-(3-Bromo-4-fluorophenyl)-2,3,5,9-tetrahydro-4h-pyrano[3,4-b]thieno[2,3-e]pyridin-8(7h)-one 1,1-dioxide

HRID 478268

反応式

HRID 478268 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:14]3[S:15](=[O:19])(=[O:18])[CH2:16][CH2:17][C:13]=3[N:12](C(O[C@@H]3C[C@H](C)CC[C@H]3C(C)(C3C=CC=CC=3)C)=O)[C:11]3[CH2:39][O:40][CH2:41][C:42](=[O:43])[C:10]2=3)[CH:5]=[CH:6][C:7]=1[F:8].C[O-].[Na+]>CO.C(Cl)Cl.CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:14]3[S:15](=[O:18])(=[O:19])[CH2:16][CH2:17][C:13]=3[NH:12][C:11]3[CH2:39][O:40][CH2:41][C:42](=[O:43])[C:10]2=3)[CH:5]=[CH:6][C:7]=1[F:8]

参加物

5

反応物 2

HCID 10942334Sodium MethoxideHCID 69303668(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 9-(3-bromo-4-fluorophenyl)-8-oxo-2,3,5,7,8,9-hexahydro-4H-pyrano[3,4-b]thieno[2,3-e]pyridine-4-carboxylate 1,1-dioxide

生成物 1

HCID 9887983(+)-9-(3-Bromo-4-fluorophenyl)-2,3,5,9-tetrahydro-4h-pyrano[3,4-b]thieno[2,3-e]pyridin-8(7h)-one 1,1-dioxide収率 62.1%

試薬・触媒・溶媒 2

HCID 887Methanol触媒HCID 21226129Dichloromethane methanol溶媒

実験手順

A solution of Example 12A (0.98 g, 1.4 mmol) in methanol/methylene chloride (40 mL/10 mL) was degassed with nitrogen, treated with of 25% sodium methoxide in methanol (30 drops), stirred for 16 hours, filtered, and concentrated to a volume of 5 mL of methanol. The solid which had precipitated was collected by filtration, washed with methanol and dried under vacuum for 16 hours to provide the title compound (0.36 g).

後処理

  1. filtrationfiltered
  2. concentrationconcentrated to a volume of 5 mL of methanol
  3. customThe solid which had precipitated
  4. filtrationwas collected by filtration
  5. washwashed with methanol
  6. customdried under vacuum for 16 hours

出典と根拠

ORDレコード
ord-2037307b69f54b9b81ce3effeabd3f80
出典データセット
uspto-grants-2003_11
特許番号
US06642222B2

関連ノート

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