Sodium Bicarbonate → HCID 86611031、化合物

HRID 2245919ノート

反応式

HRID 2245919 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]([OH:13])[C@H:10]2[OH:11])[OH:9])=[CH:4][C:3]=1[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2([C:33](OC)=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1.[BH4-].[Li+].C([O-])(O)=O.[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]([OH:13])[C@H:10]2[OH:11])[OH:9])=[CH:4][C:3]=1[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2([CH2:33][OH:34])[CH2:29][CH2:30][CH2:31][CH2:32]2)=[CH:23][CH:22]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 4148881Lithium borohydrideHCID 86611027HCID 86611027、化合物

生成物 1

HCID 86611031HCID 86611031、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-chloro-4-(β-D-glucopyranos-1-yl)-2-[4-(1-methoxycarbonyl-cyclopent-1-yloxy)-benzyl]-benzene (0.15 g) in dry tetrahydrofuran (3 mL) chilled in an ice-bath is added lithium borohydride (8 mg). The reaction mixture is stirred at ambient temperature for 16 h. Aqueous NaHCO3 solution is added and the resulting mixture is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4), the solvent is removed and the residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0→4:1).

後処理

  1. extractionthe resulting mixture is extracted with ethyl acetate
  2. dry with materialThe combined organic layers are dried (Na2SO4)
  3. customthe solvent is removed
  4. customthe residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0→4:1)

出典と根拠

ORDレコード
ord-07b6a907871e4969b777c803d0f0c99e
出典データセット
uspto-grants-2010_03
特許番号
US07683160B2

反応ノート

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