N,N-Diethylethanamine trihydrofluoride → Ammonia

HRID 1433299ノート

反応式

HRID 1433299 の反応式
[Si]([O:8][C@H:9]([C:46]1[CH:47]=[CH:48][C:49]([OH:57])=[C:50]([NH:52][S:53]([CH3:56])(=[O:55])=[O:54])[CH:51]=1)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C@@H:30]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH2:31][CH2:32][N:33]([CH:37]([CH3:39])[CH3:38])[CH:34]([CH3:36])[CH3:35])[CH:24]=1)(C(C)(C)C)(C)C.CCN(CC)CC.F.F.F>O1CCCC1>[NH3:11].[CH:37]([N:33]([CH:34]([CH3:36])[CH3:35])[CH2:32][CH2:31][C@@H:30]([C:25]1[CH:24]=[C:23]([CH2:22][CH2:21][CH2:20][CH2:19][O:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][NH:11][CH2:10][C@@H:9]([C:46]2[CH:47]=[CH:48][C:49]([OH:57])=[C:50]([NH:52][S:53]([CH3:56])(=[O:55])=[O:54])[CH:51]=2)[OH:8])[CH:28]=[CH:27][C:26]=1[OH:29])[C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)([CH3:39])[CH3:38]

参加物

5

反応物 2

HCID 175505N,N-Diethylethanamine trihydrofluorideHCID 57933211N-{5-[(1R)-1-{[tert-Butyl(dimethyl)silyl]oxy}-2-{[6-(4-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)hexyl]amino}ethyl]-2-hydroxyphenyl}methanesulfonamide

生成物 2

HCID 222AmmoniaHCID 54582151N-(5-((R)-2-(6-(4-(3-((R)-3-(diisopropylamino)-1-phenylpropyl)-4-hydroxyphenyl)butoxy)hexylamino)-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-{5-[(1R)-1-{[tert-Butyl(dimethyl)silyl]oxy}-2-{[6-(4-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)hexyl]amino}ethyl]-2-hydroxyphenyl}methanesulfonamide (Preparation 28, 420 mg, 0.51 mmol) was dissolved in tetrahydrofuran (6 ml) and triethylaminetrihydrofluoride (415 ul, 2.55 mmol) was added. The reaction was stirred at room temperature for 4 hours and the solvent removed in vacuo, the residue was dissolved in methanol (1 ml) and 880 ammonia (1 ml) and the solvent removed in vacuo, the residue was dissolved in methanol (1 ml) and 880 ammonia (1 ml) and the solvent removed in vacuo. The resulting oil was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (89/11/1.1 by volume) to furnish the title compound as a yellow solid, 26 mg.

後処理

  1. customthe solvent removed in vacuo
  2. dissolutionthe residue was dissolved in methanol (1 ml)
  3. custom880 ammonia (1 ml) and the solvent removed in vacuo
  4. dissolutionthe residue was dissolved in methanol (1 ml)
  5. custom880 ammonia (1 ml) and the solvent removed in vacuo
  6. customThe resulting oil was purified by column chromatography on silica gel eluting with dichloromethane

出典と根拠

ORDレコード
ord-3b51118523724995ac2c42c9de886b94
出典データセット
uspto-grants-2009_11
特許番号
US07612084B2

反応ノート

読み込み中…