Sodium Methoxide → 4-(beta-D-Glucopyranosyloxy)-3-(2-phenylethyl)benzo[b]-thiophene

HRID 230887노트

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HRID 230887 반응식
C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([O:15]C(=O)C)[C@@H:8]([CH2:19][O:20]C(=O)C)[O:7][C@H:6]1[O:24][C:25]1[C:33]2[C:32]([CH2:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:31][S:30][C:29]=2[CH:28]=[CH:27][CH:26]=1)(=O)C.C[O-].[Na+]>CO>[C@@H:6]1([O:24][C:25]2[C:33]3[C:32]([CH2:34][CH2:35][C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)=[CH:31][S:30][C:29]=3[CH:28]=[CH:27][CH:26]=2)[O:7][C@H:8]([CH2:19][OH:20])[C@@H:9]([OH:15])[C@H:10]([OH:11])[C@H:5]1[OH:4]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 671360454-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyloxy)-3-(2-phenylethyl)benzo[b]thiophene

생성물 1

HCID 671362524-(beta-D-Glucopyranosyloxy)-3-(2-phenylethyl)benzo[b]-thiophene수율 78.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a suspension of 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-(2-phenylethyl)benzo[b]thiophene (75 mg) in methanol (3 mL) was added sodium methoxide (28% methanol solution, 0.025 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=10/1) to give the title compound (42 mg).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1)

출처 및 근거

ORD 기록
ord-458a8001c1874df6a3001836535ec454
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566699B2

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