HCID 178502415、化合物 → HCID 178502417、化合物

HRID 1751421ノート

反応式

HRID 1751421 の反応式
[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[C:7]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]1[NH:18][C:17]2[C:19]3[C:24]([CH2:25][CH2:26][C:16]=2[N:15]=1)=[CH:23][C:22]([C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[CH:33]=[C:32]([C:37]1[NH:41][C:40]([C@@H:42]4[CH2:46][CH2:45][CH2:44][N:43]4[C:47](=[O:57])[C@@H:48]([NH:52][C:53](=[O:56])[O:54][CH3:55])[CH:49]([CH3:51])[CH3:50])=[N:39][CH:38]=1)[CH:31]=[CH:30]2)=[CH:21][CH:20]=3)=[O:8])=[O:4]>C(Cl)Cl.O=[Mn]=O>[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:58]1[CH:59]=[CH:60][CH:61]=[CH:62][CH:63]=1)[C:7]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]1[NH:18][C:17]2[C:19]3[C:24]([CH:25]=[CH:26][C:16]=2[N:15]=1)=[CH:23][C:22]([C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[CH:33]=[C:32]([C:37]1[NH:41][C:40]([C@@H:42]4[CH2:46][CH2:45][CH2:44][N:43]4[C:47](=[O:57])[C@@H:48]([NH:52][C:53](=[O:56])[O:54][CH3:55])[CH:49]([CH3:51])[CH3:50])=[N:39][CH:38]=1)[CH:31]=[CH:30]2)=[CH:21][CH:20]=3)=[O:8])=[O:4]

参加物

4

反応物 1

HCID 178502415HCID 178502415、化合物

生成物 1

HCID 178502417HCID 178502417、化合物収率 29%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒4 回HCID 6344Dichloromethane溶媒2 回

実験手順

Methyl (S)-1-((S)-2-(5-(6-(2-((S)-1-((R)-2-methoxycarbonylamino-2-phenylacetyl)pyrrolidin-2-yl)-4,5-dihydro-1H-naphtho[1,2-d]imidazol-7-yl)naphthalen-2-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate (150 mg, 0.178 mmol) was dissolved in DCM (9 mL) and MnO2 (155 mg, 1.78 mmol) was added. After stirring for 16.5 h, more MnO2 (619 mg, 7.12 mmol) was added and the reaction mixture was heated to reflux. 1.5 h later, 9 mL DCM were added and MnO2 (619 mg, 7.12 mmol) was added. After another 4 h, MnO2 (619 mg, 7.12 mmol) was added. After and additional 16 h, the reaction mixture was filtered over celite and concentrated. The crude residue was purified by HPLC to afford the title compound (42 mg, 29%). MS (ESI) m/z 847 [M+H]+.

後処理

  1. temperaturethe reaction mixture was heated to reflux
  2. waitAfter another 4 h
  3. filtrationAfter and additional 16 h, the reaction mixture was filtered over celite and
  4. concentrationconcentrated
  5. customThe crude residue was purified by HPLC

出典と根拠

ORDレコード
ord-e1440f3e75444a4aaeaad48468ef6ee9
出典データセット
uspto-grants-2015_10
特許番号
US09156823B2

反応ノート

読み込み中…