Methyl morpholine oxide → benzyl[(2S)-1-{[tert-butyl(diphenyl)silyl]oxy}-6-oxohexan-2-yl](3-methylbutyl)carbamate

HRID 1524348ノート

反応式

HRID 1524348 の反応式
[CH2:1]([O:8][C:9](=[O:41])[N:10]([C@@H:16]([CH2:36][CH2:37][CH2:38][CH2:39][OH:40])[CH2:17][O:18][Si:19]([C:32]([CH3:35])([CH3:34])[CH3:33])([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[N+]1([O-])CCOCC1>ClCCl.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[CH2:1]([O:8][C:9](=[O:41])[N:10]([C@@H:16]([CH2:36][CH2:37][CH2:38][CH:39]=[O:40])[CH2:17][O:18][Si:19]([C:32]([CH3:33])([CH3:34])[CH3:35])([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:11][CH2:12][CH:13]([CH3:14])[CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 82029Methyl morpholine oxideHCID 86708050benzyl[(2S)-1-{[tert-butyl(diphenyl)silyl]oxy}-6-hydroxyhexan-2-yl](3-methylbutyl)carbamate

生成物 1

HCID 86708051benzyl[(2S)-1-{[tert-butyl(diphenyl)silyl]oxy}-6-oxohexan-2-yl](3-methylbutyl)carbamate

試薬・触媒・溶媒 2

HCID 178419074HCID 178419074、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of the material from Step 6 (3.27 g, 5.68 mmol) in dichloromethane (57 mL) were added 4-methylmorpholine N-oxide (0.8 g, 6.81 mmol), and activated 4 Å molecular sieves. After stirring at room temperature for 10 minutes, TPAP (0.1 g, 0.28 mmol) was added portionwise. The reaction mixture was stirred at room temperature for 3 hours, and then filtered through a silica gel plug. The filtrate was concentrated in vacuo to afford the title compound which was used directly at Step 8.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 3 hours
  2. filtrationfiltered through a silica gel plug
  3. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-8299bb8a969e4d2f96dc942e86203660
出典データセット
uspto-grants-2015_07
特許番号
US09079834B2

反応ノート

読み込み中…