تفاعل #160745

معادلة التفاعل

benzyl 7-(diethoxyphosphoryl)-3,7-diazabicyclo[4.1.0]heptane-3-carboxylate

triethyl amine hydrochloride

BF3.OEt2

→

benzyl 4-chloro-3-(diethoxyphosphorylamino)piperidine-1-carboxylate

المردود 89.0%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solution was then quenched with water
2. 2
   استخلاصextracted with DCM
3. 3
   أخرىThe crude product was purified via silica gel column chromatography (ISCO eluting with EtOAc and Hexanes 50% to 100% EtOAc)

الإجراء التجريبي

To a solution of benzyl 7-(diethoxyphosphoryl)-3,7-diazabicyclo[4.1.0]heptane-3-carboxylate (1.0 equiv.) and triethyl amine hydrochloride (4 equiv.) in DCM (0.1M) was added BF3.OEt2 (2.0 equiv.) and the reaction was allowed to stir at room temperature for 2 h under a nitrogen atmosphere. The solution was then quenched with water and extracted with DCM. The crude product was purified via silica gel column chromatography (ISCO eluting with EtOAc and Hexanes 50% to 100% EtOAc) to yield benzyl 4-chloro-3-(diethoxyphosphorylamino)piperidine-1-carboxylate in 89% yield. LCMS (m/z): 405.1 (MH+), Rt=2.73 min.

المصدر