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(5R)-3-(3-Fluoro-4-iodophenyl)-5-[(4-hydroxymethyl-1H-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one → 1-{[(5R)-3-(3-Fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-1H-1,2,3-triazole-4-carbaldehyde

HRID 1782093
ノート
印刷プレビュー

反応式

HRID 1782093 の反応式
[F:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:13][C@H:12]([CH2:14][N:15]3[CH:19]=[C:18]([CH2:20][OH:21])[N:17]=[N:16]3)[O:11][C:10]2=[O:22])[CH:5]=[CH:6][C:7]=1[I:8]>O1CCOCC1.[O-2].[Mn+2]>[F:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:13][C@H:12]([CH2:14][N:15]3[CH:19]=[C:18]([CH:20]=[O:21])[N:17]=[N:16]3)[O:11][C:10]2=[O:22])[CH:5]=[CH:6][C:7]=1[I:8]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 58822464(5R)-3-(3-Fluoro-4-iodophenyl)-5-[(4-hydroxymethyl-1H-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one

生成物 1

HCID 575882941-{[(5R)-3-(3-Fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-1H-1,2,3-triazole-4-carbaldehyde

試薬・触媒・溶媒 2

HCID 160959Manganese oxide触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
70 °C

実験手順

(5R)-3-(3-Fluoro-4-iodophenyl)-5-[(4-hydroxymethyl-1H-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one (5.7 g, 13.6 mmol) and manganese oxide (3.56 g, 40.9 mmol) were mixed and heated up to 100° C. in dry 1,4-dioxane for 48 hours, then the mixture was cooled down to 70° C. and filtered through celite. The filtrate was concentrated and dissolved in 5% methanol in dichloromethane, hexaneses was added and the formed precipitates were filtered and collected as the title compound (3.6 g).

後処理

  1. filtrationfiltered through celite
  2. concentrationThe filtrate was concentrated
  3. dissolutiondissolved in 5% methanol in dichloromethane
  4. additionhexaneses was added
  5. customthe formed precipitates
  6. filtrationwere filtered
  7. customcollected as the title compound (3.6 g)

出典と根拠

ORDレコード
ord-5f65c6596ddf4a568c66f998d56c951f
出典データセット
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07498350B2

反応ノート

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