(S)-11,12,13,13a-tetrahydro-1-(hydroxymethyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one → (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde

HRID 67482

反応式

HRID 67482 の反応式
[OH:1][CH2:2][C:3]1[N:4]=[CH:5][N:6]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]3[CH2:18][CH2:19][CH2:20][C@H:8]3[C:7]=12>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[O:17]=[C:10]1[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:6]2[CH:5]=[N:4][C:3]([CH:2]=[O:1])=[C:7]2[C@@H:8]2[CH2:20][CH2:19][CH2:18][N:9]12

参加物

4

実験手順

A suspension of 12.1 g (45 mmol) of (S)-11,12,13,13a-tetrahydro-1-(hydroxymethyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one in 300 ml of methylene chloride is treated with 70 g of manganese dioxide and stirred at room temperature for ca 0.75 hour. After filtration over Dicalit, the filtrate is evaporated in vacuo and the residue is washed with ca 100 ml of boiling ethyl acetate. There is obtained (S)-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde of melting point 206°-208° C.

後処理

  1. filtrationAfter filtration over Dicalit
  2. customthe filtrate is evaporated in vacuo
  3. washthe residue is washed with ca 100 ml of boiling ethyl acetate

出典と根拠

ORDレコード
ord-b177a084a1a64fb49c6a8d7fcffcd3d3
出典データセット
uspto-grants-1982_08
特許番号
US04346034

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