HCID 178502415, 화합물 → HCID 178502417, 화합물

HRID 1751421노트

반응식

HRID 1751421 반응식
[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]

참가 물질

4

반응물 1

HCID 178502415HCID 178502415, 화합물

생성물 1

HCID 178502417HCID 178502417, 화합물수율 29%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매4회HCID 6344Dichloromethane용매2회

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-e1440f3e75444a4aaeaad48468ef6ee9
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156823B2

반응 노트

불러오는 중…