反应 #806282

反应方程式

Acetyl chloride

trans-4-benzyloxy-L-proline hydrochloride

triethylamine

→

Ac-Hyp(OBzl)-OMe

溶剂

pyridine

反应条件

后处理

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 30 min at 0° C.
2. 2
   浓缩The reaction mixture was concentrated in vacuo
3. 3
   workup.ADDITIONdiluted with CH2Cl2
4. 4
   洗涤washed with 1N aqueous HCl (3×), 10% aqueous Na2CO3, saturated aqueous NaHCO3, brine
5. 5
   干燥dried (MgSO4)
6. 6
   浓缩concentrated in vacuo
7. 7
   其他The residue was purified by chromatography on silica gel eluting with ethyl acetate/hexane (3:2)

实验过程

Acetyl chloride (3.3 mL, 46 mmol) was added dropwise to a solution of trans-4-benzyloxy-L-proline hydrochloride (H-Hyp(OBzl)-OMe.HCl; 12.5 g, 46 mmol), triethylamine (6.4 mL, 46 mmol) in pyridine (150 mL) at 0° C. while stirring under argon. The reaction mixture was stirred for 30 min at 0° C. then slowly warmed to room temperature over 16 h. The reaction mixture was concentrated in vacuo, diluted with CH2Cl2, washed with 1N aqueous HCl (3×), 10% aqueous Na2CO3, saturated aqueous NaHCO3, brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by chromatography on silica gel eluting with ethyl acetate/hexane (3:2) to give Ac-Hyp(OBzl)-OMe as an oil.

来源