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

HRID 1524348노트

반응식

HRID 1524348 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8299bb8a969e4d2f96dc942e86203660
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079834B2

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