تفاعل #62094

معادلة التفاعل

2-[4-(Benzyloxy)phenyl]ethanethiol

methyl 2-chloro-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoate

potassium carbonate

→

desired product

المردود 80.9%

Methyl 2-({2-[4-(benzyloxy)phenyl]ethyl}thio)-3-[4-(2-{4-[(methylsulfonyl)oxy]-phenoxy}ethyl)phenyl]propanoate

المردود 80.9%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in toluene
3. 3
   غسيلThe organic phase was washed (water, brine)
4. 4
   تجفيفdried (MgSO4)
5. 5
   أخرىevaporated
6. 6
   أخرىpurification by preparative HPLC
7. 7
   workup.ADDITIONcontaining 0.1M NH4OAc

الإجراء التجريبي

2-[4-(Benzyloxy)phenyl]ethanethiol (334 mg, 1.4 mmol), methyl 2-chloro-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoate (394 mg, 0.95 mmol) and potassium carbonate (189 mg, 1.4 mmol) were dissolved in 14 ml dry DMF and stirred under nitrogen atmosphere at room temperature overnight. The solvent was evaporated under reduced pressure and the residue was dissolved in toluene. The organic phase was washed (water, brine), dried (MgSO4) and evaporated. Futher purification by preparative HPLC using a gradient of CH3CN/5% CH3CN-waterphase containing 0.1M NH4OAc gave 477 mg of the desired product (yield 75%).

المصدر