反应 #57313

反应方程式

NaHCO3

compound

(2R,3R,4S)-6-amino-3,4-dihydro-3-hydroxy-2-dimethoxymethyl-2-methyl-4-(2-thioxobenzoxazol-3-yl)-2H-1-benzopyran

triethylamine

→

target compound

收率 92.0%

(2R,3R,4S)-6-benzoylamino-3,4-dihydro-3-hydroxy-2-dimethoxymethyl-2-methyl-4-(2-thioxobenzoxazol-3-yl)-2H-1-benzopyran

收率 92.0%

溶剂

chloride

反应条件

后处理

1. 1
   workup.ADDITIONwere added
2. 2
   其他They were reacted at room temperature for 1 hour
3. 3
   萃取extraction
4. 4
   洗涤Organic layer was washed with brine
5. 5
   干燥dried over anhydrous MgSO4
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

实验过程

80 mg (0.20 mmol) of the compound obtained in Example 17 was dissolved in 1 ml of tetrahydropurane, to which 23 μl (0.20 mmol) of benzoil chloride and 42 μl (0.30 mmol) of triethylamine were added. They were reacted at room temperature for 1 hour. Then, 10 ml of saturated NaHCO3 solution was added and extraction was performed with 30 ml of ethyl acetate. Organic layer was washed with brine and dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1), to give 93 mg (yield: 92%) of the target compound.

来源