Sodium Hydroxide → 5-methoxy-2-(4-[2-(methoxymethyloxy)ethyl]benzyl)phenyl beta-D-glucopyranoside

HRID 1247747ノート

反応式

HRID 1247747 の反応式
C([O:4][C@@H:5]1[C@@H:32]([O:33]C(=O)C)[C@H:31]([O:37]C(=O)C)[C@@H:30]([CH2:41][O:42]C(=O)C)[O:29][C@H:6]1[O:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][O:25][CH2:26][O:27][CH3:28])=[CH:19][CH:18]=1)(=O)C.[OH-].[Na+]>CO>[O:7]([C:8]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][O:25][CH2:26][O:27][CH3:28])=[CH:19][CH:18]=1)[C@@H:6]1[O:29][C@H:30]([CH2:41][OH:42])[C@@H:31]([OH:37])[C@H:32]([OH:33])[C@H:5]1[OH:4]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 12085609HCID 12085609、化合物

生成物 1

HCID 688708525-methoxy-2-(4-[2-(methoxymethyloxy)ethyl]benzyl)phenyl beta-D-glucopyranoside収率 55.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 5-methoxy-2-{4-[2-(methoxymethyl-oxy)ethyl]benzyl}phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (0.13 g) in methanol (8 mL) was added 2 mol/L aqueous sodium hydroxide solution (0.50 mL), and the mixture was stirred at room temperature for 25 minutes. The solvent was removed under reduced pressure, and the residue was purified by preparative thin layer chromatography on silica gel (eluent: dichloromethane/methanol=7/1) to give 5-methoxy-2-{4-[2-(methoxymethyloxy)ethyl]benzyl}phenyl β-D-glucopyranoside (0.053 g).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by preparative thin layer chromatography on silica gel (eluent: dichloromethane/methanol=7/1)

出典と根拠

ORDレコード
ord-4693cbbe6ae64fe9b95d6203438c4edc
出典データセット
uspto-grants-2006_10
特許番号
US07129381B2

反応ノート

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