Water → 4-benzyl-5-isopropyl-3-(2,3,4,6-tetra-O-pivaloyl-betaD-glucopyranosyloxy)-1H-pyrazole

HRID 910599노트

반응식

HRID 910599 반응식
[CH2:1]([C:8]1[C:9]([O:18][C@@H:19]2[O:45][C@H:44]([CH2:46][O:47][C:48](=[O:53])[C:49]([CH3:52])([CH3:51])[CH3:50])[C@@H:36]([O:37][C:38](=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40])[C@H:28]([O:29][C:30](=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32])[C@H:20]2[O:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])=[N:10][N:11](C=O)[C:12]=1[CH:13]([CH3:15])[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].O>CO>[CH2:1]([C:8]1[C:9]([O:18][C@@H:19]2[O:45][C@H:44]([CH2:46][O:47][C:48](=[O:53])[C:49]([CH3:50])([CH3:52])[CH3:51])[C@@H:36]([O:37][C:38](=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40])[C@H:28]([O:29][C:30](=[O:35])[C:31]([CH3:32])([CH3:34])[CH3:33])[C@H:20]2[O:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:24])[CH3:25])=[N:10][NH:11][C:12]=1[CH:13]([CH3:15])[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 67349861HCID 67349861, 화합물

생성물 1

HCID 673494844-benzyl-5-isopropyl-3-(2,3,4,6-tetra-O-pivaloyl-betaD-glucopyranosyloxy)-1H-pyrazole수율 97.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4-benzyl-1-formyl-5-isopropyl-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-pyrazole (1.49 g) in methanol (15 mL) was added sodium bicarbonate (0.337 g) under stirring at room temperature. The reaction mixture was stirred at room temperature for 11 hours. After confirming the completion of the reaction, water was added to the mixture to precipitate the crystals. The crystals were collected by filtration, and the obtained crystals were washed with water and dried under reduced pressure to give 4-benzyl-5-isopropyl-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl-oxy)-1H-pyrazole (1.40 g).

후처리

  1. stirringThe reaction mixture was stirred at room temperature for 11 hours
  2. additionwas added to the mixture
  3. customto precipitate the crystals
  4. filtrationThe crystals were collected by filtration
  5. washthe obtained crystals were washed with water
  6. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-1a3e32e0a4a2434994fd5f1edda5836a
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022192B2

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