N-(2-formyl-5,8-dioxo-5,8-dihydroquinolin-7-yl)acetamide → 7-N-acetyldemethyllavendamycin methyl ester

HRID 378332ノート

反応式

HRID 378332 の反応式
[C:1]([NH:4][C:5]1[C:14](=[O:15])[C:13]2[N:12]=[C:11]([CH:16]=O)[CH:10]=[CH:9][C:8]=2[C:7](=[O:18])[CH:6]=1)(=[O:3])[CH3:2].CN(C[CH2:23][O:24][C:25](=[O:39])[C@H:26]([CH2:29][C:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[NH:32][CH:31]=1)[NH:27]C)C>C1(OC)C=CC=CC=1>[CH3:2][C:1]([NH:4][C:5]1[C:14](=[O:15])[C:13]2[N:12]=[C:11]([C:16]3[N:27]=[C:26]([C:25]([O:24][CH3:23])=[O:39])[CH:29]=[C:30]4[C:38]5[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=5[NH:32][C:31]=34)[CH:10]=[CH:9][C:8]=2[C:7](=[O:18])[CH:6]=1)=[O:3]

参加物

4

反応物 2

HCID 11586798N-(2-formyl-5,8-dioxo-5,8-dihydroquinolin-7-yl)acetamideHCID 21967309Methyltryptophan n,n-dimethylaminoethyl ester

生成物 1

HCID 116621517-N-acetyldemethyllavendamycin methyl ester

試薬・触媒・溶媒 1

HCID 7519Anisole溶媒

反応条件

温度
100 °C

実験手順

7-N-ACETYLLAVENDAMYCIN N,N-DIMETHYLAMINOETHYL ESTER (Compound 19, Table I): 7-Acetamido-2-formylquinoline-5,8-dione (23) (prepared as described in Example 23) (317 mg, 0.13 mmol) was dissolved in 16 ml of dry anisole and heated to 80° C. b -methyltryptophan N,N-dimethylaminoethyl ester (41) (prepared as described in Example 41) (37.5 mg, 0.13 mmol) was added with stirring, and the stirred mixture was heated at 100° C. for 5.5 hr. The reaction mixture was allowed to cool to room temperature and the solid was filtered. The filtrate was distilled under vacuum to dryness. Ethyl acetate (3 ml) was added, and the mixture was stirred. Upon filtration 24.5 mg (a yield of 36%) of an orange solid was obtained.

後処理

  1. additionwas added
  2. temperatureto cool to room temperature
  3. filtrationthe solid was filtered
  4. distillationThe filtrate was distilled under vacuum to dryness
  5. additionEthyl acetate (3 ml) was added
  6. stirringthe mixture was stirred
  7. filtrationUpon filtration 24.5 mg (a yield of 36%) of an orange solid
  8. customwas obtained

出典と根拠

ORDレコード
ord-f6fcac99e9f845e788d96a30dc1029d8
出典データセット
uspto-grants-2000_02
特許番号
US06030983

反応ノート

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