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Potassium Carbonate → Methyl 4-((2s)-2-{[(tert-butoxycarbonyl)((2s)-2-{[tert-butyl(dimethyl)silyl]oxy}-3-phenoxypropyl)amino]methyl}-3,4-dihydro-2h-chromen-6-yl)-2-hydroxybenzoate

HRID 47694
ノート
印刷プレビュー

反応式

HRID 47694 の反応式
[Si:1]([O:8][C@H:9]([CH2:43][O:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)[CH2:10][N:11]([CH2:19][C@@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:31]=[CH:32][C:33]4[C:38](=[O:39])[O:37][C:36](C)(C)[O:35][C:34]=4[CH:42]=3)[CH:26]=2)[O:21]1)[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([O:13][C:12]([N:11]([CH2:19][C@@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:31]=[CH:32][C:33]([C:38]([O:37][CH3:36])=[O:39])=[C:34]([OH:35])[CH:42]=3)[CH:26]=2)[O:21]1)[CH2:10][C@H:9]([O:8][Si:1]([C:4]([CH3:5])([CH3:7])[CH3:6])([CH3:3])[CH3:2])[CH2:43][O:44][C:45]1[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=1)=[O:18])([CH3:15])([CH3:16])[CH3:17]
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 11430Potassium CarbonateHCID 86587740tert-butyl (2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-3-phenoxypropyl{[(2S)-6-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)-3,4-dihydro-2H-chromen-2-yl]methyl}carbamate

生成物 1

HCID 69895945Methyl 4-((2s)-2-{[(tert-butoxycarbonyl)((2s)-2-{[tert-butyl(dimethyl)silyl]oxy}-3-phenoxypropyl)amino]methyl}-3,4-dihydro-2h-chromen-6-yl)-2-hydroxybenzoate収率 97%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

To a solution of Example 204 (0.8 g, 1.14 mmol, 1.0 eq.) in methanol (10 mL) was added potassium carbonate (0.078 g, 0.57 mmol, 0.5 eq.) at room temperature. The reaction mixture was allowed to stir at room temperature for 18 hours and then concentrated under reduced pressure. The resulting residue was washed with distilled water (10 mL) and extracted with ethyl acetate (3×10 mL). The combined extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the desired product as pale yellow oil (0.75 g, 97%). 1H NMR (CDCl3) δ10.68 (s, 1 H), 7.73 (d, 1H), 7.26-7.14 (m, 4H), 6.94 (dd, 1H), 6.86-6.75 (m, 5H), 4.21-4.02 (m, 2H), 3.83 (s, 3H), 3.80-3.56 (m, 4H), 3.40-3.21 (m, 2H), 2.80-2.67 (m, 2H), 1.95-1.92 (m, 1H), 1.65-1.60 (m, 1H), 1.38 (s, 9H), 0.83 (s, 9H), 0.001 (s, 6H).

後処理

  1. concentrationconcentrated under reduced pressure
  2. washThe resulting residue was washed with distilled water (10 mL)
  3. extractionextracted with ethyl acetate (3×10 mL)
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-479d7073bf434ca5af8b75d104644ba6
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06699860B2

反応ノート

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