HCID 70159551, 화합물 → HCID 70160425, 화합물

HRID 842616노트

반응식

HRID 842616 반응식
[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

참가 물질

3

반응물 1

HCID 70159551HCID 70159551, 화합물

생성물 1

HCID 70160425HCID 70160425, 화합물

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2c33a5dc487b4335b86f9467efc08146
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376488B1

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