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Ethanolamine → Fucose n-Decyl Acrylamide

HRID 442626
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HRID 442626 반응식
C(N([CH2:6][CH3:7])CC)C.[O:8]=[CH:9][C@H:10]([C@@H:12]([C@@H:14]([C@H:16]([CH3:18])[OH:17])[OH:15])[OH:13])[OH:11].[CH2:19](N)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C(CN)O.C[N:35](C)[CH:36]=[O:37]>>[O:8]=[CH:9][C@H:10]([C@@H:12]([C@@H:14]([C@H:16]([CH3:18])[OH:17])[OH:15])[OH:13])[OH:11].[CH2:19]([C:6](=[CH2:7])[C:36]([NH2:35])=[O:37])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 700EthanolamineHCID 6228Dimethylformamide3회HCID 8471TriethylamineHCID 8916DecylamineHCID 3034656L-(-)-Fucose

생성물 1

HCID 86754028Fucose n-Decyl Acrylamide수율 72%

실험 절차

A solution was prepared of poly(N-acryloyloxysuccinimide)(pNAS; 1.5 g, 8.87 mmol) in dimethylformamide (DMF, 60 mL). To this solution was added triethylamine (1.5 mL), followed by the dropwise addition of the L-fucose derivative 1 (667 mg, 2.21 mmol, 25 mol % with respect to pNAS). The solution was stirred at room temperature for 12 h, and subsequently heated to 40° C. for 24 h. The solution was cooled and n-decylamine (138 mg, 20 mol % with respect to pNAS) was added as a solution in DMF (1 mL). The solution was stirred at 40° C. for a further 24 h, followed by the addition of ethanolamine (2 mL, excess as a solution in 5 mL of DMF). The reaction mixture was stirred for 243 h at 40° C., cooled and precipitated into acetone (300 mL). The polymer was recovered by centrifugation, washed with acetone (10 mL) and the finely divided white solid dissolved in deionized water (10 mL) and dialysed against water for 24 h. The clear solution was lyophilized to dryness to give the desired product in 72% yield.

후처리

  1. temperaturesubsequently heated to 40° C. for 24 h
  2. temperatureThe solution was cooled
  3. stirringThe solution was stirred at 40° C. for a further 24 h
  4. stirringThe reaction mixture was stirred for 243 h at 40° C.
  5. temperaturecooled
  6. customprecipitated into acetone (300 mL)
  7. customThe polymer was recovered by centrifugation
  8. washwashed with acetone (10 mL)
  9. dissolutionthe finely divided white solid dissolved in deionized water (10 mL)
  10. customdialysed against water for 24 h

출처 및 근거

ORD 기록
ord-eead5ec383ad4371a36d07efcf8bffee
출처 데이터셋
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05891862

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