Piperidine → (S)-2-amino-N-((S)-1-((E)-3-((S)-7-methoxy-8-(3-((S)-7-methoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)propoxy)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)allylamino)-1-oxopropan-2-yl)-3-methylbutanamide

HRID 1057084ノート

反応式

HRID 1057084 の反応式
N1CCCCC1.[CH3:7][O:8][C:9]1[C:56]([O:57][CH2:58][CH2:59][CH2:60][O:61][C:62]2[C:63]([O:90][CH3:91])=[CH:64][C:65]3[C:71](=[O:72])[N:70]4[CH:73]=[C:74]([C:76]5[CH:81]=[CH:80][C:79]([N:82]6[CH2:87][CH2:86][N:85]([CH3:88])[CH2:84][CH2:83]6)=[CH:78][CH:77]=5)[CH2:75][C@H:69]4[CH:68]=[N:67][C:66]=3[CH:89]=2)=[CH:55][C:12]2[N:13]=[CH:14][C@@H:15]3[CH2:21][C:20](/[CH:22]=[CH:23]/[CH2:24][NH:25][C:26](=[O:54])[C@@H:27]([NH:29][C:30](=[O:53])[C@H:31]([NH:35]C(=O)OCC4C5C=CC=CC=5C5C4=CC=CC=5)[CH:32]([CH3:34])[CH3:33])[CH3:28])=[CH:19][N:16]3[C:17](=[O:18])[C:11]=2[CH:10]=1>CN(C=O)C.C(Cl)Cl>[NH2:35][C@@H:31]([CH:32]([CH3:34])[CH3:33])[C:30]([NH:29][C@@H:27]([CH3:28])[C:26]([NH:25][CH2:24]/[CH:23]=[CH:22]/[C:20]1[CH2:21][C@H:15]2[CH:14]=[N:13][C:12]3[CH:55]=[C:56]([O:57][CH2:58][CH2:59][CH2:60][O:61][C:62]4[C:63]([O:90][CH3:91])=[CH:64][C:65]5[C:71](=[O:72])[N:70]6[CH:73]=[C:74]([C:76]7[CH:81]=[CH:80][C:79]([N:82]8[CH2:83][CH2:84][N:85]([CH3:88])[CH2:86][CH2:87]8)=[CH:78][CH:77]=7)[CH2:75][C@H:69]6[CH:68]=[N:67][C:66]=5[CH:89]=4)[C:9]([O:8][CH3:7])=[CH:10][C:11]=3[C:17](=[O:18])[N:16]2[CH:19]=1)=[O:54])=[O:53]

参加物

5

反応物 2

HCID 8082PiperidineHCID 131736463(9H-fluoren-9-yl)methyl(R)-1-((S)-1-((E)-3-((S)-7-methoxy-8-(3-((S)-7-methoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)propoxy)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)allylamino)-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylcarbamate

生成物 1

HCID 89500462(S)-2-amino-N-((S)-1-((E)-3-((S)-7-methoxy-8-(3-((S)-7-methoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)propoxy)-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl)allylamino)-1-oxopropan-2-yl)-3-methylbutanamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

Piperidine (0.058 mL, 0.590 mmol, 12.0 eq.) was added to a stirring mixture of Fmoc amine 19e (0.050 g, 0.0492 mmol, 1.0 eq.) in anhydrous DMF (0.8 mL) and the mixture was stirred at ambient temperature. After 20 minutes, LCMS showed reaction was completed so the reaction mixture was diluted with DCM (30 mL) and washed with water (3×30 mL). The organic layer was dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Co-evaporation with n-hexanes afforded the product as a brown oil, and the material was not subjected to further purification (0.040 g, assumed 100%). LC/MS (1.533 min (ES+)), m/z: 928.2 [M+H]+.

後処理

  1. customreaction
  2. washwashed with water (3×30 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customCo-evaporation with n-hexanes

出典と根拠

ORDレコード
ord-06d3c41520c74fa5b8471dfec63fcede
出典データセット
uspto-grants-2016_07
特許番号
US09399073B2

反応ノート

読み込み中…