Silane, bromotriethyl- → alpha-Acetobromogalactose

HRID 1772999

反応式

HRID 1772999 の反応式
C(O[C@@H:5]1[O:22][C@H:21]([CH2:23][O:24][C:25](=[O:27])[CH3:26])[C@H:16]([O:17][C:18](=[O:20])[CH3:19])[C@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:6]1[O:7][C:8](=[O:10])[CH3:9])(=O)C.[Br:28][Si](CC)(CC)CC.C(=O)([O-])O.[Na+]>ClCCl.[Bi](Br)(Br)Br>[C:8]([O:7][C@@H:6]1[C@@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@@H:16]([O:17][C:18](=[O:20])[CH3:19])[C@@H:21]([CH2:23][O:24][C:25](=[O:27])[CH3:26])[O:22][C@@H:5]1[Br:28])(=[O:10])[CH3:9]

参加物

6

反応物 3

HCID 70680Silane, bromotriethyl-HCID 94752beta-D-Galactose pentaacetateHCID 516892Sodium Bicarbonate

生成物 1

HCID 2734143alpha-Acetobromogalactose収率 100.7%

試薬・触媒・溶媒 2

HCID 82232bismuth(III) bromide触媒HCID 6344Dichloromethane溶媒

実験手順

β-D-Galactose pentaacetate (5.00 g, 12.8 mmol) and bismuth(III) bromide (287 mg, 640 μmol) were dissolved in dichloromethane (25 mL), the solution was added with bromotriethylsilane (6.76 mL, 51.2 mmol), and the mixture was stirred at room temperature for 3 hours under an argon atmosphere. The reaction mixture was poured into aqueous saturated sodium hydrogencarbonate cooled on ice, then the mixture was extracted with dichloromethane, and the organic layer was washed with brine. The organic layer was dried over sodium sulfate, and the solvent was removed to obtain 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide (5.30 g, quantitative).

後処理

  1. temperaturecooled on ice
  2. extractionthe mixture was extracted with dichloromethane
  3. washthe organic layer was washed with brine
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customthe solvent was removed

出典と根拠

ORDレコード
ord-dc0815c0857f49c2ac0db63c74bd1076
出典データセット
uspto-grants-2016_02
特許番号
US09250232B2

関連ノート

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