تفاعل #87145

معادلة التفاعل

NaHCO3

(2S,3R)-benzyl 2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-(4-methoxyphenyl)propanoate

TFA

→

(2S,3R)-benzyl 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoate

المردود 101.8%

المذيبات

DCM

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىthe two layers were separated
2. 2
   استخلاصThe aqueous layer were extracted with DCM (100 mL×2)
3. 3
   تجفيفthe combined organics were dried over anhydrous sodium sulfate
4. 4
   تركيزconcentrated

الإجراء التجريبي

To (2S,3R)-benzyl 2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-(4-methoxyphenyl)propanoate (3.0 g, 7.5 mmol) in DCM (30 mL) was added TFA (15 mL) and the mixture was stirred at 0° C. After 30 min it was diluted with DCM (100 mL). Saturated aqueous NaHCO3 (100 mL) was added and the two layers were separated. The aqueous layer were extracted with DCM (100 mL×2) and the combined organics were dried over anhydrous sodium sulfate and concentrated to afford crude (2S,3R)-benzyl 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoate (2.3 g, quant.) as an oil, which was used directly in the next step without further purification.

المصدر