Acetic Acid → GS-5759

HRID 1944976노트

반응식

HRID 1944976 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([O:26][C@H:27]([C:76]1[CH:85]=[CH:84][C:83]([OH:86])=[C:82]2[C:77]=1[CH:78]=[CH:79][C:80](=[O:87])[NH:81]2)[CH2:28][NH:29][CH2:30][CH2:31][CH2:32][C:33]#[C:34][C:35]1[CH:40]=[CH:39][C:38]([NH:41][C:42]([C:44]2[CH:45]=[C:46]([S:50]([C:53]3[CH:54]=[C:55]4[C:60](=[C:61]([CH3:63])[CH:62]=3)[N:59]=[CH:58][C:57]([C:64]([NH2:66])=[O:65])=[C:56]4[NH:67][C:68]3[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH3:75])[CH:69]=3)(=[O:52])=[O:51])[CH:47]=[CH:48][CH:49]=2)=[O:43])=[CH:37][CH:36]=1)(C(C)(C)C)(C)C.C(O)(=O)C>C1COCC1>[OH:26][C@H:27]([C:76]1[CH:85]=[CH:84][C:83]([OH:86])=[C:82]2[C:77]=1[CH:78]=[CH:79][C:80](=[O:87])[NH:81]2)[CH2:28][NH:29][CH2:30][CH2:31][CH2:32][C:33]#[C:34][C:35]1[CH:36]=[CH:37][C:38]([NH:41][C:42]([C:44]2[CH:45]=[C:46]([S:50]([C:53]3[CH:54]=[C:55]4[C:60](=[C:61]([CH3:63])[CH:62]=3)[N:59]=[CH:58][C:57]([C:64]([NH2:66])=[O:65])=[C:56]4[NH:67][C:68]3[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH3:75])[CH:69]=3)(=[O:51])=[O:52])[CH:47]=[CH:48][CH:49]=2)=[O:43])=[CH:39][CH:40]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 2724141Tetrabutylammonium FluorideHCID 58505204(R)-6-[[3-[[4-[5-[[2-[(tert-Butyldimethylsilyl)oxy]-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino]pent-1-ynyl]-phenyl]carbamoyl]phenyl]-sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

생성물 1

HCID 53495160GS-5759

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

TBAF (1.0 M) (1.036 mL, 1.036 mmol) was added to a solution of Intermediate 153 (500 mg, 0.518 mmol), and acetic acid (0.5 mL) in THF (15 mL). The solution was stirred overnight at rt. After which time 7N MeOH/NH4 was added to neutralize the acidic mixture. All solvents were removed in vacuo and the resultant solid was suspended in MeOH (30 mL) and filtered. The solid was treated with a mixture of MeOH/water (1:1) (40 mL) and sonicated for 5 min.

후처리

  1. customAll solvents were removed in vacuo
  2. filtrationfiltered
  3. additionThe solid was treated with a mixture of MeOH/water (1:1) (40 mL)
  4. customsonicated for 5 min.

출처 및 근거

ORD 기록
ord-acc2939c1f744ee5a5e94a7d94cff597
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394829B2

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