Acetic Acid → 3-Boc-amino-4-fluorobutanoic acid

HRID 354548

反応式

HRID 354548 の反応式
[F:1][CH2:2][CH:3]([NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])CC=C.[Mn]([O-])(=O)(=O)=O.[K+].[C:21]([OH:24])(=[O:23])[CH3:22]>O>[F:1][CH2:2][CH:3]([NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:22][C:21]([OH:24])=[O:23]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 516875Potassium PermanganateHCID 20508337N-Boc-1-fluoropent-4-EN-2-amine

生成物 1

HCID 205083403-Boc-amino-4-fluorobutanoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-Fluoro-2-tert-butoxycarbonylamino-4-pentene (1.02 g, 5 mmoles), dissolved in glacial acetic acid (15 ml), is added to potassium permanganate (2.37 g, 15 mmoles) in water (75 ml), and kept overnight at room temperature. After destroying the excess of permanganate with 10% sodium bisulfite solution and saturating with sodium chloride, the mixture is extracted twice with ether. Evaporation gives 4-fluoro-3-tert-butoxycarbonylamino-1-butanoic acid (776 mg) as a white solid which on recrystallization from ether/petroleum ether affords 676 mg (61%) of pure material, m.p. 112°-112.5° C.

後処理

  1. customAfter destroying the excess of permanganate with 10% sodium bisulfite solution
  2. concentrationsaturating with sodium chloride
  3. extractionthe mixture is extracted twice with ether
  4. customEvaporation

出典と根拠

ORDレコード
ord-2e148432ad554c87b2a391b53bd66daf
出典データセット
uspto-grants-1983_03
特許番号
US04375477

関連ノート

読み込み中…