反应 #1869214

ord-bdf2fce010bd419281858860233fc2c2

反应方程式

CNC(=O)Cc1ccc(OC)cc1O
2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide
O=[N+]([O-])c1cccc(S(=O)(=O)OC[C@@H]2CO2)c1
(2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate
O=C([O-])[O-].[Cs+].[Cs+]
Cs2CO3
CNC(=O)Cc1ccc(OC)cc1OC[C@@H]1CO1
subtitled compound
收率 94.3%
CNC(=O)Cc1ccc(OC)cc1OC[C@@H]1CO1
2-{4-Methoxy-2-[(2S)-oxiran-2-ylmethoxy]phenyl}-N-methylacetamide
收率 94.3%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction mixture was partitioned between ethyl acetate and H2O
  2. 2
    干燥The organic layer was dried over Na2SO4
  3. 3
    过滤filtered
  4. 4
    浓缩concentrated
  5. 5
    其他The residue was purified by silica gel flash chromatography (0-100% ethyl acetate in petroleum spirit)

实验过程

A mixture of 2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide (15 mg, 0.076 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (20 mg, 0.076 mmol) and Cs2CO3 (30 mg, 0.091 mmol) in DMF (1.5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-100% ethyl acetate in petroleum spirit) to give the subtitled compound (18 mg).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07498338B2uspto-grants-2009_03