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HCID 131716980, 화합물 → HCID 11041589, 화합물

HRID 973527
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HRID 973527 반응식
C[C@:2]1([O:11][C:10]([CH2:14][OH:15])([CH2:12][OH:13])[C@H:8]([OH:9])[C@H:6]([OH:7])[C@H:4]1[OH:5])O>S(=O)(=O)(O)O>[OH:13][CH2:12][C@@:10]12[CH2:14][O:15][C@@H:2]([O:11]1)[C@H:4]([OH:5])[C@@H:6]([OH:7])[C@H:8]2[OH:9]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 131716980HCID 131716980, 화합물

생성물 1

HCID 11041589HCID 11041589, 화합물수율 39.6%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
100 °C

실험 절차

Methyl 5-C-hydroxymethyl-α-L-arabino-hexopyranose (3) (59.0 g 0.263 moles) is dissolved in 0.70M sulfuric acid (260 ml), and stirred at 100° C. for 90 minutes. The solution is cooled to room temperature and neutralized using an ion exchange resin (Amberlite IRA-400 (OH-). The resin is filtered off, and the filtrate is refluxed for 15 minutes with activated carbon (4.0 g). Carbon is removed with a glass fiber filter, and the filtrate is evaporated to dryness with ethanol. The white waxy residue is refluxed for 15 minutes with methanol (50ml). The solution is stored overnight at 0° C. The product is filtered to yield 20.0 g (39.6%) of 1,6-anhydro-5-C-hydroxymethyl-β-L-altropyranose (4)

후처리

  1. temperatureThe solution is cooled to room temperature
  2. filtrationThe resin is filtered off
  3. temperaturethe filtrate is refluxed for 15 minutes with activated carbon (4.0 g)
  4. customCarbon is removed with a glass fiber
  5. filtrationfilter
  6. customthe filtrate is evaporated to dryness with ethanol
  7. temperatureThe white waxy residue is refluxed for 15 minutes with methanol (50ml)
  8. waitThe solution is stored overnight at 0° C
  9. filtrationThe product is filtered

출처 및 근거

ORD 기록
ord-82e7ec9054d04147a4e565086dfd15c1
출처 데이터셋
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05064672

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