HCID 69135288、化合物 → 4-{[4-(4-hydroxy-phenyl)phenyl]methyl}-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole

HRID 457505ノート

反応式

HRID 457505 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]3[C:23]([O:28][C@@H:29]4[O:46][C@H:45]([CH2:47][O:48][C:49](=[O:51])[CH3:50])[C@@H:40]([O:41][C:42](=[O:44])[CH3:43])[C@H:35]([O:36][C:37](=[O:39])[CH3:38])[C@H:30]4[O:31][C:32](=[O:34])[CH3:33])=[N:24][NH:25][C:26]=3[CH3:27])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[C].[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]3[C:23]([O:28][C@@H:29]4[O:46][C@H:45]([CH2:47][O:48][C:49](=[O:51])[CH3:50])[C@@H:40]([O:41][C:42](=[O:44])[CH3:43])[C@H:35]([O:36][C:37](=[O:39])[CH3:38])[C@H:30]4[O:31][C:32](=[O:34])[CH3:33])=[N:24][NH:25][C:26]=3[CH3:27])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1

参加物

4

反応物 1

HCID 69135288HCID 69135288、化合物

生成物 1

HCID 691338874-{[4-(4-hydroxy-phenyl)phenyl]methyl}-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole収率 58.2%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒

実験手順

To a solution of 4-({4-[4-(benzyloxy)phenyl]phenyl}methyl)-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.14 g) in methanol (3 mL) was added 10% palladium-carbon powder (0.030 g), and the mixture was stirred at room temperature under a hydrogen atmosphere for 11 hours. Insoluble materials were removed by filtration, and the solvent of the filtrate was removed under reduced pressure. The residue was purified by column chromatography on aminopropyl silica gel (eluent: hexane/ethyl acetate=1/1-1/5-dichloromethane/methanol=10/1) to give 4-{[4-(4-hydroxyphenyl)phenyl]methyl}-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.071 g).

後処理

  1. customInsoluble materials were removed by filtration
  2. customthe solvent of the filtrate was removed under reduced pressure
  3. customThe residue was purified by column chromatography on aminopropyl silica gel (eluent: hexane/ethyl acetate=1/1-1/5-dichloromethane/methanol=10/1)

出典と根拠

ORDレコード
ord-3dff8ea5a0a94832ba08f8cebfbfa0b2
出典データセット
uspto-grants-2007_03
特許番号
US07189702B2

反応ノート

読み込み中…