Methanol → HCID 11501867、化合物

HRID 970213ノート

反応式

HRID 970213 の反応式
[Br:1][C:2]1[CH:24]=[CH:23][C:5]([C@H:6](/[CH:20]=[CH:21]/[CH3:22])[C@@H:7]([C:16]([O:18]C)=[O:17])[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[CH:4][CH:3]=1.CO.[OH-].[Na+]>O1CCCC1>[Br:1][C:2]1[CH:24]=[CH:23][C:5]([C@H:6](/[CH:20]=[CH:21]/[CH3:22])[C@@H:7]([C:16]([OH:18])=[O:17])[NH:8][C:9]([O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[O:10])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 11625436HCID 11625436、化合物

生成物 1

HCID 11501867HCID 11501867、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 25 g (62.8 mmol) of methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate (Step D) in 600 mL of tetrahydrofuran (THF) was added in succession 200 mL of methanol and 200 mL (200 mmol) of 1N aqueous sodium hydroxide solution. The reaction mixture was stirred at ambient temperature for 3 h, and then the methanol and THF were removed under reduced pressure. To the aqueous mixture was added 250 mL of 1N hydrochloric acid and the mixture was extracted with ethyl acetate (3×300 mL). The combined organic extracts were washed with brine (300 mL) then dried over sodium sulfate, filtered, and concentrated in vacuo to afford the carboxylic acid, which was used without further purification.

後処理

  1. customthe methanol and THF were removed under reduced pressure
  2. additionTo the aqueous mixture was added 250 mL of 1N hydrochloric acid
  3. extractionthe mixture was extracted with ethyl acetate (3×300 mL)
  4. washThe combined organic extracts were washed with brine (300 mL)
  5. dry with materialthen dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-247ae6194b9c4fe7959dfd398c4158da
出典データセット
uspto-grants-2007_12
特許番号
US07309714B2

反応ノート

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