HCID 70159551、化合物 → HCID 70160425、化合物

HRID 842616ノート

反応式

HRID 842616 の反応式
[CH3:1][O:2][C:3]1[C:8]2[NH:9][CH:10]([CH2:13][N:14]([C@@H:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH3:19])C(=O)C)[CH2:11][O:12][C:7]=2[CH:6]=[CH:5][CH:4]=1>Cl>[CH3:1][O:2][C:3]1[C:8]2[NH:9][CH:10]([CH2:13][NH:14][C@@H:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH3:19])[CH2:11][O:12][C:7]=2[CH:6]=[CH:5][CH:4]=1

参加物

3

反応物 1

HCID 70159551HCID 70159551、化合物

生成物 1

HCID 70160425HCID 70160425、化合物

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

The product from Example 7D (24.8 g, 72.9 mmol) in 2.0M HCl (500 mL) was refluxed for 16 hours, cooled, concentrated to a volume of 100 mL, basified to pH 14 with 50% NaOH and extracted with ethyl acetate. The organic layer was dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with ethyl acetate to provide two diastereomers, Rf 0.62 (ethyl acetate) and Rf 0.60 (ethyl acetate). 1H NMR (300 MHz, CDCl3, for Rf 0.62) δ1.35 (d, 3H), 1.55 (bs, 1H), 2.50-2.62 (m, 2H), 3.33 (bm, 1H), 3.73 (q, 1H), 3.83 (s, 3H), 3.90 (dd, 1H), 4.18 (dd, 1H), 4.35 (bs, 1H), 6.43 (m, 2H), 6.59 (t, 1H), 7.20-7.40 (m, 5H).

後処理

  1. temperaturecooled
  2. concentrationconcentrated to a volume of 100 mL
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel with ethyl acetate
  7. customto provide two diastereomers, Rf 0.62 (ethyl acetate) and Rf 0.60 (ethyl acetate)

出典と根拠

ORDレコード
ord-2c33a5dc487b4335b86f9467efc08146
出典データセット
uspto-grants-2002_04
特許番号
US06376488B1

反応ノート

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