تفاعل #1478589

معادلة التفاعل

4-aminoacetophenone

D-biotin

N-methylmorpholine

isobutyl chloroformate

→

1b

المردود 60.0%

Biotin para-acetophenone

المردود 60.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe solution is maintained
2. 2
   workup.STIRRINGstirred at 0° C. for 2 h
3. 3
   أخرىevaporated to dryness
4. 4
   أخرىThe precipitate obtained
5. 5
   ترشيحis filtered
6. 6
   غسيلwashed with water
7. 7
   workup.DISSOLUTIONThe white precipitate is dissolved in DMF
8. 8
   درجة الحرارةwhile heating
9. 9
   أخرىthe solution obtained
10. 10
    ترشيحis filtered
11. 11
    غسيلwashed with MeOH
12. 12
    أخرىThe filtrate is recovered
13. 13
    أخرىevaporated to dryness

الإجراء التجريبي

The D-biotin (1 g, 4.1 mmol) is solubilized in 45 ml of anhydrous DMF in the hot state. The mixture is cooled to 0° C. under argon, and then N-methylmorpholine (590 μl, 5.33 mmol) and isobutyl chloroformate (840 μl, 6.60 mmol) are successively added. The mixture is kept stirred for 30 min, and then 4-aminoacetophenone (824 mg, 6.10 mmol) is added. The solution is maintained stirred at 0° C. for 2 h, and then evaporated to dryness. The residue is taken up in 50 ml of water. The precipitate obtained is filtered, washed with water and then with 50 ml of MeOH in the hot state. The white precipitate is dissolved in DMF while heating and then the solution obtained is filtered and washed with MeOH. The filtrate is recovered and evaporated to dryness to give 888 mg of 1b (2.46 mmol, 60%).

المصدر