4-Aminophenol → [6-(4-Hydroxyanilino)-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl hydrogen carbonimidate

HRID 224230

反応式

HRID 224230 の反応式
[CH3:1][C:2]1[C:8](=[O:9])[C:7]2[N:10]3[C@@:14]([O:21][CH3:22])([C@H:15]([CH2:16][O:17][C:18]([NH2:20])=[O:19])[C:6]=2[C:4](=[O:5])[C:3]=1OC)[C@H:13]1[NH:23][C@H:12]1[CH2:11]3.[CH:26]1[C:31]([NH2:32])=[CH:30][CH:29]=[C:28]([OH:33])[CH:27]=1>CO>[CH3:1][C:2]1[C:8](=[O:9])[C:7]2[N:10]3[C@@:14]([O:21][CH3:22])([C@H:15]([CH2:16][O:17][C:18]([NH2:20])=[O:19])[C:6]=2[C:4](=[O:5])[C:3]=1[NH:32][C:31]1[CH:26]=[CH:27][C:28]([OH:33])=[CH:29][CH:30]=1)[CH:13]1[NH:23][CH:12]1[CH2:11]3

参加物

4

反応物 2

HCID 4034-AminophenolHCID 19972Mitomycin A

生成物 1

HCID 51036[6-(4-Hydroxyanilino)-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl hydrogen carbonimidate収率 78%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Mitomycin A (1 g) and p-aminophenol (2 g) are added to methanol (100 ml) and the mixture is stirred for 5 hours at room temperature. After completion of the reaction, the reaction solution is concentrated under reduced pressure and then dried in vacuo. The dried product is then subjected to silica gel column chromatography developed by acetone-chloroform mixture (1:1) and recrystallized from an acetone-ether mixture to obtain a desired product (950 mg) in the form of green needle crystals with a yield of 78%. This product shows a green spot (Rf=0.1) by silica gel thin layer chromatography using acetone-chloroform mixture (1:1) as developer. The product does not show a precise melting point.

後処理

  1. customAfter completion of the reaction
  2. concentrationthe reaction solution is concentrated under reduced pressure
  3. customdried in vacuo
  4. customrecrystallized from an acetone-ether mixture

出典と根拠

ORDレコード
ord-173f724d470143d3bb544f3c64259595
出典データセット
uspto-grants-1980_11
特許番号
US04231936

関連ノート

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