تفاعل #2045899

معادلة التفاعل

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

triethylamine

6-phenoxypyridine-3-sulfonyl chloride

→

title compound

المردود 37.0%

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

المردود 37.0%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvents were removed in vacuo
2. 2
   أخرىthe residue was purified by preparatory HPLC
3. 3
   workup.DISSOLUTIONThe residue was dissolved into CH2Cl2 (50 mL)
4. 4
   غسيلwashed with 0.1 N NaOH (5 mL)
5. 5
   تجفيفdried over MgSO4
6. 6
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر