Methanol → trans-(2S)-1-(4-Benzo[b]furanoxy)-3-(2-methyl-4-(4-methylbenzothiazol-2-yl)piperidin-1-yl)-2-propanol Oxalate

HRID 1760630ノート

反応式

HRID 1760630 の反応式
C([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[S:15][C:16]3[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:17]=3[N:18]=2)=[CH:10][CH:9]1[CH3:24])=[O:7])(C)(C)C.[O:25]1[CH2:27][C@H:26]1[CH2:28][O:29][C:30]1[C:38]2[CH:37]=[CH:36][O:35][C:34]=2[CH:33]=[CH:32][CH:31]=1.C[OH:40]>>[C:36]([OH:35])(=[O:40])[C:6]([OH:5])=[O:7].[O:35]1[CH:36]=[CH:37][C:38]2[C:30]([O:29][CH2:28][C@@H:26]([OH:25])[CH2:27][N:8]3[CH2:13][CH2:12][C@@H:11]([C:14]4[S:15][C:16]5[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:17]=5[N:18]=4)[CH2:10][C@@H:9]3[CH3:24])=[CH:31][CH:32]=[CH:33][C:34]1=2

参加物

4

反応物 3

HCID 887MethanolHCID 20659907(S)-(+)-4-(oxiranylmethoxy)benzo[b]furanHCID 225958521-(t-Butyloxycarbonyl)-4-(4-methylbenzothiazol-2-yl)-2-methyl-1,2,5,6-tetrahydropyridine

生成物 1

HCID 69739947trans-(2S)-1-(4-Benzo[b]furanoxy)-3-(2-methyl-4-(4-methylbenzothiazol-2-yl)piperidin-1-yl)-2-propanol Oxalate

実験手順

A solution of trans-4-(4-methylbenzothiazol-2-yl)-2-methylpiperidine (0.061 g, 0.248 mmol, prepared in example 24) and (S)-(+)-4-(oxiranylmethoxy)benzo[b]furan (0.047 g, 0.248 mmol) in methanol (3 mL) was heated at reflux for 18 hours and then cooled and evaporated. The residue was purified using silica gel chromatography (dichloromethane/2% methanol/0.2% ammonium hydroxide in dichloromethane gradient elution) to give the free bases of the title compounds as two separate yellow oils. The oxalate salts were prepared to give the title compounds.

後処理

  1. temperatureat reflux for 18 hours
  2. temperaturecooled
  3. customevaporated
  4. customThe residue was purified
  5. washsilica gel chromatography (dichloromethane/2% methanol/0.2% ammonium hydroxide in dichloromethane gradient elution)

出典と根拠

ORDレコード
ord-61958b1e7e134f83b2c7d611609910fa
出典データセット
uspto-grants-2005_01
特許番号
US06844344B2

反応ノート

読み込み中…