반응 #969857

반응 방정식

4-(Tert-butoxycarbonylamino)-3-sulfobutanoic acid

HCl

Dioxane

maleic anhydride

→

title compound

수율 83.0%

(Z)-4-(3-carboxy-2-sulfopropylamino)-4-oxobut-2-enoic acid

수율 83.0%

용매

DMA

반응 조건

후처리

1. 1
   기타evaporated
2. 2
   기타evaporated
3. 3
   세척eluted with water
4. 4
   기타crystallized with EtOH/Hexane

실험 절차

4-(Tert-butoxycarbonylamino)-3-sulfobutanoic acid (321 mg, 1.13 mmol) was stirred in the mixture of HCl (conc)/Dioxane (1:4, 15 ml) for 30 min, evaporated and coevaporated with EtOH/Toluene (1:1, 4×20 ml) to dryness. To the dryness material was added maleic anhydride (121 mg, 1.23 mmol) and DMA (20 ml) and the mixture was stirred overnight, evaporated and run through C-18 column eluted with water and crystallized with EtOH/Hexane to afford 263 mg (83%) of the title compound. ESI MS 279.8 (M−H). The NMR data are the same through the route with 4-azido-3-sulfobutanoic acid.

출처