Sodium Methoxide → HCID 69014017、化合物

HRID 457509ノート

反応式

HRID 457509 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]2[C:13]([O:21][C@@H:22]3[O:39][C@H:38]([CH2:40][O:41]C(=O)C)[C@@H:33]([O:34]C(=O)C)[C@H:28]([O:29]C(=O)C)[C@H:23]3[O:24]C(=O)C)=[N:14][NH:15][C:16]=2[C:17]([F:20])([F:19])[F:18])=[CH:7][CH:6]=1.C[O-].[Na+]>CO>[C@@H:22]1([O:21][C:13]2[C:12]([CH2:11][C:8]3[CH:7]=[CH:6][C:5]([CH2:4][CH2:3][CH2:2][OH:1])=[CH:10][CH:9]=3)=[C:16]([C:17]([F:20])([F:19])[F:18])[NH:15][N:14]=2)[O:39][C@H:38]([CH2:40][OH:41])[C@@H:33]([OH:34])[C@H:28]([OH:29])[C@H:23]1[OH:24]

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 691344624-{[4-(3-hydroxypropyl)phenyl]methyl}-5-trifluoromethyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole

生成物 1

HCID 69014017HCID 69014017、化合物収率 51.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-{[4-(3-hydroxypropyl)phenyl]methyl}-5-trifluoromethyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.45 g) in methanol (7 mL) was added sodium methoxide (28% methanol solution, 0.068 mL), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=6/1) to give 3-(β-D-glucopyranosyloxy)-4-{[4-(3-hydroxypropyl)phenyl]methyl}-5-trifluoromethyl-1H-pyrazole (0.17 g).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=6/1)

出典と根拠

ORDレコード
ord-ccc3d49f04de4335ab65f477829f0108
出典データセット
uspto-grants-2007_03
特許番号
US07189702B2

反応ノート

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