反应 #1178486

ord-d5c7517da7614fc0acfb8db975970eae

反应方程式

CCO[C@@H]1[C@H]2C(OC)O[C@@H]1CN2C(=O)OCc1ccccc1
methyl N-benzyloxycarbonyl-2,5-dideoxy-3-O-ethyl-2,5-imino-D-lyxofuranoside
O=C(O)C(F)(F)F
trifluoroacetic acid
CCO[C@H]1[C@H](O)CN(C(=O)OCc2ccccc2)[C@@H]1C=O
title compound
收率 77.0%
CCO[C@H]1[C@H](O)CN(C(=O)OCc2ccccc2)[C@@H]1C=O
N-benzyloxycarbonyl-2,5-dideoxy-3-O-ethyl-2,5-imino-D-lyxose
收率 77.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩The reaction liquor was concentrated under reduced pressure
  2. 2
    萃取the obtained residue was extracted with methylene chloride
  3. 3
    洗涤The extract was washed with saturated brine
  4. 4
    干燥dried over anhydrous sodium sulfate
  5. 5
    浓缩The solvent was concentrated under reduced pressure
  6. 6
    其他the obtained residue was purified by thin layer chromatography (ethyl acetate

实验过程

To an aqueous solution (1 mL) of methyl N-benzyloxycarbonyl-2,5-dideoxy-3-O-ethyl-2,5-imino-D-lyxofuranoside, trifluoroacetic acid (1 mL) was added, and the mixture was stirred for three hours. The reaction liquor was concentrated under reduced pressure, and the obtained residue was extracted with methylene chloride. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure, and the obtained residue was purified by thin layer chromatography (ethyl acetate:n-hexane=1:1, v/v), to obtain the title compound (92 mg, 77%) as an oily matter.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08129366B2uspto-grants-2012_03