تفاعل #567389

معادلة التفاعل

L-tert-leucine

NaOH

benzyl chloroformate

→

CBZ-L-tert-leucine

المذيبات

1,4-dioxane

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated
2. 2
   workup.ADDITIONpoured into 1 M HCl (80 mL)
3. 3
   استخلاصextracted with CH2Cl2 (2×100 mL)
4. 4
   تجفيفThe organic layers were dried over Na2SO4
5. 5
   تركيزconcentrated

الإجراء التجريبي

To a solution of L-tert-leucine (5.12 g, 39 mmol, 1 equiv) in 1,4-dioxane (80 mL) and 1 M NaOH (39 mL, 39 mmol, 1.0 equiv) at 0° C. was added benzyl chloroformate (6.24 mL, 43.68 mmol, 1.12 equiv). The reaction mixture was stirred at 23° C. overnight, then concentrated, poured into 1 M HCl (80 mL), and extracted with CH2Cl2 (2×100 mL). The organic layers were dried over Na2SO4 and concentrated to give crude CBZ-L-tert-leucine (20.7 g) as a clear oil: IR (cm1) 3336, 1715, 1521, 1232; 1H NMR (CDCl3) δ 1.02 (s, 9H), 4.21 (d, 1H, J=9.9), 5.11 (s, 2H), 5.35 (d, 1H, J=9.0), 7.34-7.37 (m, 5H).

المصدر