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Piperidine → (S)-2-((E)-3-aminoprop-1-enyl)-7-methoxy-8-(3-((S)-7-methoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)-5,11-dioxo-10-((2-(trimethylsilyl)ethoxy)methyl)-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)propoxy)-10-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dione

HRID 1057077
ノート
印刷プレビュー

反応式

HRID 1057077 の反応式
N1CCCCC1.[CH3:7][O:8][C:9]1[C:53]([O:54][CH2:55][CH2:56][CH2:57][O:58][C:59]2[C:60]([O:96][CH3:97])=[CH:61][C:62]3[C:68](=[O:69])[N:67]4[CH:70]=[C:71]([C:73]5[CH:78]=[CH:77][C:76]([N:79]6[CH2:84][CH2:83][N:82]([CH3:85])[CH2:81][CH2:80]6)=[CH:75][CH:74]=5)[CH2:72][C@H:66]4[C:65](=[O:86])[N:64]([CH2:87][O:88][CH2:89][CH2:90][Si:91]([CH3:94])([CH3:93])[CH3:92])[C:63]=3[CH:95]=2)=[CH:52][C:12]2[N:13]([CH2:44][O:45][CH2:46][CH2:47][Si:48]([CH3:51])([CH3:50])[CH3:49])[C:14](=[O:43])[C@@H:15]3[CH2:21][C:20](/[CH:22]=[CH:23]/[CH2:24][NH:25]C(=O)OCC4C5C=CC=CC=5C5C4=CC=CC=5)=[CH:19][N:16]3[C:17](=[O:18])[C:11]=2[CH:10]=1>CN(C=O)C.C(Cl)Cl>[NH2:25][CH2:24]/[CH:23]=[CH:22]/[C:20]1[CH2:21][C@H:15]2[C:14](=[O:43])[N:13]([CH2:44][O:45][CH2:46][CH2:47][Si:48]([CH3:50])([CH3:51])[CH3:49])[C:12]3[CH:52]=[C:53]([O:54][CH2:55][CH2:56][CH2:57][O:58][C:59]4[C:60]([O:96][CH3:97])=[CH:61][C:62]5[C:68](=[O:69])[N:67]6[CH:70]=[C:71]([C:73]7[CH:74]=[CH:75][C:76]([N:79]8[CH2:84][CH2:83][N:82]([CH3:85])[CH2:81][CH2:80]8)=[CH:77][CH:78]=7)[CH2:72][C@H:66]6[C:65](=[O:86])[N:64]([CH2:87][O:88][CH2:89][CH2:90][Si:91]([CH3:92])([CH3:94])[CH3:93])[C:63]=5[CH:95]=4)[C:9]([O:8][CH3:7])=[CH:10][C:11]=3[C:17](=[O:18])[N:16]2[CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 8082PiperidineHCID 1317364549H-fluoren-9-ylmethyl N-[(E)-3-[(6aS)-3-[3-[[(6aS)-2-methoxy-8-[4-(4-methylpiperazin-1-yl)phenyl]-6,11-dioxo-5-(2-trimethylsilylethoxymethyl)-6a,7-dihydropyrrolo[2,1-c][1,4]benzodiazepin-3-yl]oxy]propoxy]-2-methoxy-6,11-dioxo-5-(2-trimethylsilylethoxymethyl)-6a,7-dihydropyrrolo[2,1-c][1,4]benzodiazepin-8-yl]prop-2-enyl]carbamate

生成物 1

HCID 90409067
(S)-2-((E)-3-aminoprop-1-enyl)-7-methoxy-8-(3-((S)-7-methoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)-5,11-dioxo-10-((2-(trimethylsilyl)ethoxy)methyl)-5,10,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)propoxy)-10-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dione
収率 100%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

Piperidine (0.40 mL, 4.0 mmol, 14.2 eq.) was added to a stirred solution of Fmoc amine 14e (0.358 g, 0.282 mmol, 1.0 eq.) in DMF (5.0 mL). The clear solution was stirred at room temperature for 30 minutes. The reaction mixture was diluted with DCM (300 mL) and washed with water (3×300 mL). The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to afford the crude product which did not undergo further purification (0.296 g, assumed 100% yield). LC/MS (2.049 min (ES+)), m/z: 1051.2 [M+H]+.

後処理

  1. washwashed with water (3×300 mL)
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-999c5e27b22a4cc6b806eef8fe17b157
出典データセット
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09399073B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート