Hydrogen Bromide → HCID 178419707, 화합물

HRID 1063935

반응식

HRID 1063935 반응식
[CH2:1]1[C@H:6]([NH2:7])[C@@H:5]([O:8][C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N)[C@H:4]([O:20][C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@@H:3]([OH:41])[C@@H:2]1[NH2:42].OS(O)(=O)=O.[BrH:48]>>[CH2:1]1[C@H:2]([NH2:42])[C@@H:3]([OH:41])[C@H:4]([OH:20])[C@@H:5]([OH:8])[C@@H:6]1[NH2:7].[BrH:48]

참가 물질

3

반응물 2

HCID 260Hydrogen BromideHCID 197162Neomycin Sulfate

생성물 1

HCID 178419707HCID 178419707, 화합물수율 61%

반응 조건

온도
100 °C

실험 절차

A solution of neomycin sulfate (20 g, 20.8 mmol) in HBr (150 mL, 48%) is stirred under reflux at 100° C. for 40 hours. The solution is concentrated to dryness at 60° C. under reduced pressure. The residue is dissolved into water (H2O) (100 mL), and activated charcoal (10 g) is added. After stirring at room temperature for 10 hours, the charcoal is removed by filtration through Celite, and the solution is concentrated to a syrup. Methanol (100 mL) is added and the mixture is stirred for 2 hours t room temperature. The solid product is filtered to give 2-deoxystreptamine hydrobromide 3 (4.1 g, 61%). Rf: 0.2 (CH3OH/NH4OH=4:1); 1H-NMR (D2O, 200 MHZ): d 1.95 (1H, ddd), 2.5 (1H, m), 3.2-3.6 (9H, m); 13C-NMR (D2O, 200 MHZ): d 40.0, 65.0, 87.2, 89.5.

후처리

  1. concentrationThe solution is concentrated to dryness at 60° C. under reduced pressure
  2. dissolutionThe residue is dissolved into water (H2O) (100 mL), and activated charcoal (10 g)
  3. additionis added
  4. customthe charcoal is removed by filtration through Celite
  5. concentrationthe solution is concentrated to a syrup
  6. additionMethanol (100 mL) is added
  7. stirringthe mixture is stirred for 2 hours t room temperature
  8. filtrationThe solid product is filtered

출처 및 근거

ORD 기록
ord-39472f93fbe248d9a080374fb2535f94
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06967242B2

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