Acetic Acid → GS-5759

HRID 1944976ノート

反応式

HRID 1944976 の反応式
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

参加物

5

反応物 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

生成物 1

HCID 53495160GS-5759

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-acc2939c1f744ee5a5e94a7d94cff597
出典データセット
uspto-grants-2013_03
特許番号
US08394829B2

反応ノート

読み込み中…