Sodium Bicarbonate → HCID 86611031, 화합물

HRID 2245919노트

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HRID 2245919 반응식
[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

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 4148881Lithium borohydrideHCID 86611027HCID 86611027, 화합물

생성물 1

HCID 86611031HCID 86611031, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-07b6a907871e4969b777c803d0f0c99e
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07683160B2

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