Ammonia → (R)-3-(2-(2-(tert-Butyldimethylsilyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)-2-methylpropyl)benzaldehyde

HRID 1689519ノート

反応式

HRID 1689519 の反応式
C(=O)([O:7][C:8]1[CH:9]=[CH:10][C:11]([C@@H:19]([O:34][Si:35]([C:38]([CH3:41])([CH3:40])[CH3:39])([CH3:37])[CH3:36])[CH2:20][NH:21][C:22]([CH3:33])([CH3:32])[CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]=[O:31])[CH:25]=2)=[C:12]2[C:17]=1[NH:16][C:15](=[O:18])[CH:14]=[CH:13]2)OC(C)(C)C.N>CO>[Si:35]([O:34][C@H:19]([C:11]1[CH:10]=[CH:9][C:8]([OH:7])=[C:17]2[C:12]=1[CH:13]=[CH:14][C:15](=[O:18])[NH:16]2)[CH2:20][NH:21][C:22]([CH3:33])([CH3:32])[CH2:23][C:24]1[CH:25]=[C:26]([CH:27]=[CH:28][CH:29]=1)[CH:30]=[O:31])([C:38]([CH3:39])([CH3:40])[CH3:41])([CH3:37])[CH3:36]

参加物

4

反応物 2

HCID 222AmmoniaHCID 57989095(r)-Tert-butyl 5-(1-(tert-butyldimethylsilyloxy)-2-(1-(3-formylphenyl)-2-methylpropan-2-ylamino)ethyl)-2-oxo-1,2-dihydroquinolin-8-yl carbonate

生成物 1

HCID 57989117(R)-3-(2-(2-(tert-Butyldimethylsilyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino)-2-methylpropyl)benzaldehyde

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of (R)-tert-butyl 5-(1-(tert-butyldimethylsilyloxy)-2-(1-(3-formylphenyl)-2-methylpropan-2-ylamino)ethyl)-2-oxo-1,2-dihydroquinolin-8-yl carbonate (Example 275, step g) (0.42 g) in methanol (15 mL) was treated with ammonia (35% aqueous) (2 mL). The reaction mixture was allowed to stand for 3 hours at 20° C. The solvent was removed under a stream of nitrogen and the residue was partitioned between ethyl acetate and brine. The aqueous layer was extracted with ethyl acetate and the combined organics dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure to afford the subtitled compound. Yield 0.34 g.

後処理

  1. customThe solvent was removed under a stream of nitrogen
  2. customthe residue was partitioned between ethyl acetate and brine
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialthe combined organics dried over sodium sulphate
  5. filtrationfiltered
  6. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-cf2204806024436c8ec325836871587e
出典データセット
uspto-grants-2012_04
特許番号
US08148373B2

反応ノート

読み込み中…