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Methyl morpholine oxide → (1R,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentanecarbaldehyde

HRID 222204
ノート
印刷プレビュー

反応式

HRID 222204 の反応式
[Si:1]([O:8][C@H:9]1[CH2:13][C@H:12]([N:14]2[C:18]3[N:19]=[CH:20][N:21]=[C:22]([NH:23][C@@H:24]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH2:26][CH2:25]4)[C:17]=3[CH:16]=[CH:15]2)[CH2:11][C@H:10]1[CH2:33][OH:34])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C[N+]1([O-])CCOCC1>C(Cl)Cl>[Si:1]([O:8][C@H:9]1[CH2:13][C@H:12]([N:14]2[C:18]3[N:19]=[CH:20][N:21]=[C:22]([NH:23][C@@H:24]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH2:26][CH2:25]4)[C:17]=3[CH:16]=[CH:15]2)[CH2:11][C@H:10]1[CH:33]=[O:34])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 82029Methyl morpholine oxideHCID 58944620((1S,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methanol

生成物 1

HCID 58944601(1R,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentanecarbaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

((1S,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methanol (257.0 mg, 0.0005369 mol) was dissolved in methylene chloride (10.0 mL) under argon. N-Methylmorpholine N-oxide (126 mg, 0.00107 mol), and 4 Å molecular sieves (250 mg, freshly flame dried) were then added and the mixture was stirred for 10 minutes at room temperature. Tetrapropylammonium perruthenateVII (18.9 mg, 0.0000537 mol) was then added, and the resulting dark green solution was stirred for 1 h at room temperature. The reaction mixture was filtered through a silica gel plug, eluting with DCM (20 mL), followed by 50% ethyl acetate in DCM (150 mL). The eluate was evaporated to provide the product as a clear light green oil. The residue was carried on to the next reaction without further purification.

後処理

  1. customdried)
  2. additionwere then added
  3. additionTetrapropylammonium perruthenateVII (18.9 mg, 0.0000537 mol) was then added
  4. stirringthe resulting dark green solution was stirred for 1 h at room temperature
  5. filtrationThe reaction mixture was filtered through a silica gel plug
  6. washeluting with DCM (20 mL)
  7. customThe eluate was evaporated

出典と根拠

ORDレコード
ord-7865639e34184e43a1b09a7daf69537b
出典データセット
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08207177B2

反応ノート

読み込み中…

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