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Sodium borohydride → (7r,8r,9r)-3-Hydroxymethyl-7,8-dihydroxy-2-methyl-9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine

HRID 1530884
ノート
印刷プレビュー

反応式

HRID 1530884 の反応式
[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][C:10]3[C:11](=[O:23])[C@H:12]([OH:22])[C@@H:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[NH:14][C:15]=3[C:6]2=[N:5][C:4]=1[CH3:24])=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][C:3]1[N:7]2[CH:8]=[CH:9][C:10]3[C@@H:11]([OH:23])[C@H:12]([OH:22])[C@@H:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[NH:14][C:15]=3[C:6]2=[N:5][C:4]=1[CH3:24]
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 4311764Sodium borohydrideHCID 20640288(8r,9r)-3-Formyl-8-hydroxy-2-methyl-7-oxo-9-phenyl-7,8,9,10tetrahydroimidazo[1,2-h][1,7]naphthyridine

生成物 1

HCID 9880354(7r,8r,9r)-3-Hydroxymethyl-7,8-dihydroxy-2-methyl-9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine収率 70.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

0.07 g of (8R,9R)-3-formyl-8-hydroxy-2-methyl-7-oxo-9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine are dissolved in 5 ml of dry methanol, and 0.1 g of sodium borohydride is added. The mixture is stirred for 30 min and concentrated in vacuo. The oily residue is partitioned between water and chloroform. The organic layer is separated, dried over anhydrous sodium sulfate and concentrated. The product is purified by flash chromatography on silica gel (eluent: dichloromethane/methanol 9/1) to give 0.05 g of the title compound as a semi solid.

後処理

  1. concentrationconcentrated in vacuo
  2. customThe oily residue is partitioned between water and chloroform
  3. customThe organic layer is separated
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe product is purified by flash chromatography on silica gel (eluent: dichloromethane/methanol 9/1)

出典と根拠

ORDレコード
ord-ca91940559c44edd8d96ee702df47ee2
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06197783B1

反応ノート

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