反应 #2045899

反应方程式

(R)-benzyl 3-amino-4-(dimethylamino)butanoate

triethylamine

6-phenoxypyridine-3-sulfonyl chloride

→

title compound

收率 37.0%

(R)-benzyl 4-(dimethylamino)-3-(6-phenoxypyridine-3-sulfonamido)butanoate

收率 37.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他The solvents were removed in vacuo
2. 2
   其他the residue was purified by preparatory HPLC
3. 3
   workup.DISSOLUTIONThe residue was dissolved into CH2Cl2 (50 mL)
4. 4
   洗涤washed with 0.1 N NaOH (5 mL)
5. 5
   干燥dried over MgSO4
6. 6
   浓缩concentrated

实验过程

To a solution of (R)-benzyl 3-amino-4-(dimethylamino)butanoate (32 mg, 0.086 mmol), triethylamine (50 μL, 0.36 mmol) and DMAP (1 mg, 0.008 mmol) in anhydrous CH2Cl2 (1 mL) was added 6-phenoxypyridine-3-sulfonyl chloride is reacted with R-aminocarnitine benzyl ester (67 mg, 0.25 mmol). The solution was stirred overnight at room temperature. The solvents were removed in vacuo and the residue was purified by preparatory HPLC. The residue was dissolved into CH2Cl2 (50 mL) and washed with 0.1 N NaOH (5 mL), dried over MgSO4 and concentrated to give the title compound as a white solid (18 mg, 37%). MS ESI 470.2 [M+H]+, calcd for [C24H27N3O5S+H]+ 470.17.

来源