تفاعل #1552039

معادلة التفاعل

trifluoroacetic acid

N-palmitoyloxy-glycyloxysuccinimide

L-histidine

triethylamine

→

colorless solid

المردود 54.0%

N-palmitoyl-Gly-His TFA

المردود 54.0%

المذيبات

DMF

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwhile cooled with ice
2. 2
   workup.ADDITIONwas added
3. 3
   درجة الحرارةwhile cooled with ice
4. 4
   workup.STIRRINGby stirring for another 17 hours
5. 5
   ترشيحThe precipitated solid was filtered off as it
6. 6
   أخرىto obtain a solid
7. 7
   workup.STIRRINGby stirring
8. 8
   غسيلto be washed with 2 L of water three times
9. 9
   أخرىwas subsequently dried under reduced pressure
10. 10
    أخرىThe resulting dry solid
11. 11
    workup.DISSOLUTIONwas dissolved in 400 mL of trifluoroacetic acid
12. 12
    ترشيحa small amount of insoluble matter was filtered off with a membrane
13. 13
    ترشيحfilter
14. 14
    تركيزThe filtrate was concentrated under reduced pressure to about half the amount, which
15. 15
    غسيلwas then washed with diethyl ether
16. 16
    أخرىThe solid was dried under reduced pressure
17. 17
    غسيلwas washed with water an appropriate number of times
18. 18
    أخرىthe resulting solid was dried under reduced pressure

الإجراء التجريبي

198 g of the N-palmitoyloxy-glycyloxysuccinimide synthesized above as a whole was suspended in DMF and, to the resultant solution while cooled with ice with stirring, a suspension of 113 g (0.728 mol) of L-histidine, 55.6 mL (0.400 mol) of triethylamine, and 350 ml of water was added. Subsequently, the resultant solution was stirred for 30 minutes while cooled with ice, and the temperature was then raised to room temperature, followed by stirring for another 17 hours. The precipitated solid was filtered off as it was to obtain a solid. The resultant product was added to a mixed solution of 120 mL of trifluoroacetic acid and 1.5 L of ice water, followed by stirring and then filtering insoluble matter. The resulting solid was placed in a jug to be washed with 2 L of water three times, and was subsequently dried under reduced pressure. The resulting dry solid was dissolved in 400 mL of trifluoroacetic acid, and a small amount of insoluble matter was filtered off with a membrane filter. The filtrate was concentrated under reduced pressure to about half the amount, which was then washed with diethyl ether. The solid was dried under reduced pressure and was washed with water an appropriate number of times, and the resulting solid was dried under reduced pressure to obtain 112 g (54%) of a colorless solid.

المصدر