Acetate → Penta-O-galloyl-beta-D-glucose

HRID 467186

反応式

HRID 467186 の反応式
C1C(O)=C(O)C(O)=CC=1C([O:12][C:13]1[CH:14]=[C:15]([C:21]([O:23][CH2:24][C@H:25]2[O:30][C@@H:29]([O:31][C:32]([C:34]3[CH:35]=[C:36]([OH:53])[C:37]([OH:52])=[C:38]([O:40]C(C4C=C(O)C(O)=C(O)C=4)=O)[CH:39]=3)=[O:33])[C@H:28]([O:54][C:55]([C:57]3[CH:58]=[C:59]([OH:76])[C:60]([OH:75])=[C:61]([O:63]C(C4C=C(O)C(O)=C(O)C=4)=O)[CH:62]=3)=[O:56])[C@@H:27]([O:77][C:78]([C:80]3[CH:81]=[C:82]([OH:99])[C:83]([OH:98])=[C:84]([O:86]C(C4C=C(O)C(O)=C(O)C=4)=O)[CH:85]=3)=[O:79])[C@@H:26]2[O:100][C:101]([C:103]2[CH:104]=[C:105]([OH:122])[C:106]([OH:121])=[C:107]([O:109]C(C3C=C(O)C(O)=C(O)C=3)=O)[CH:108]=2)=[O:102])=[O:22])[CH:16]=[C:17]([OH:20])[C:18]=1[OH:19])=O.C([O-])(=O)C>CO>[C:32]([O:31][C@@H:29]1[O:30][C@H:25]([CH2:24][O:23][C:21](=[O:22])[C:15]2[CH:14]=[C:13]([OH:12])[C:18]([OH:19])=[C:17]([OH:20])[CH:16]=2)[C@@H:26]([O:100][C:101](=[O:102])[C:103]2[CH:108]=[C:107]([OH:109])[C:106]([OH:121])=[C:105]([OH:122])[CH:104]=2)[C@H:27]([O:77][C:78](=[O:79])[C:80]2[CH:85]=[C:84]([OH:86])[C:83]([OH:98])=[C:82]([OH:99])[CH:81]=2)[C@H:28]1[O:54][C:55](=[O:56])[C:57]1[CH:62]=[C:61]([OH:63])[C:60]([OH:75])=[C:59]([OH:76])[CH:58]=1)(=[O:33])[C:34]1[CH:39]=[C:38]([OH:40])[C:37]([OH:52])=[C:36]([OH:53])[CH:35]=1

参加物

4

反応物 2

HCID 175AcetateHCID 16129778Tannic Acid

生成物 1

HCID 65238Penta-O-galloyl-beta-D-glucose収率 51%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 1 g of tannic acid according to Japanese Pharmacopoeia (available from Iwaki Seiyaku Co., Ltd.), there were added 50 ml of methanol and 25 ml of acetate buffer (pH 5.5) and the resultant mixture was stirred at 50° C. for 18 hours. After distilling off methanol under a reduced pressure, the residue was extracted three times with ethyl acetate and then the solvent was distilled off under a reduced pressure. This crude product was fractionated by HPLC (YMC-PACK, D-ODS-5 20×250 mm; eluent=methanol: tetrahydrofuran: phosphate buffer (pH 4.5)=3:1:7) to obtain 282 mg of 1,2,3,4,6-penta-O-galloyl-β-D-glucose.

後処理

  1. distillationAfter distilling off methanol under a reduced pressure
  2. extractionthe residue was extracted three times with ethyl acetate
  3. distillationthe solvent was distilled off under a reduced pressure

出典と根拠

ORDレコード
ord-680b998af7df428593559b27c77e324e
出典データセット
uspto-grants-1992_10
特許番号
US05159069

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