反应 #1340595

反应方程式

amine

(S,E)-tert-butyl 4-(4-(methylsulfonyl)-2-(tritylamino)but-3-en-1-yl)benzylcarbamate

TFA DCM

HCl

→

(S,E)-tert-butyl 4-(4-(methylsulfonyl)-2-aminobut-3-en-1-yl)benzylcarbamate

溶剂

H2O

反应条件

后处理

1. 1
   其他resulted in a colourless suspension
2. 2
   其他DCM was removed under reduced pressure
3. 3
   萃取The aqueous layer was extracted with Et2O (3×)
4. 4
   萃取after which it was extracted with DCM (3×)
5. 5
   干燥The latter combined organic layers were dried over MgSO4
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他was subjected to the next step without further purification

实验过程

Trityl protected amine 17 (0.54 g, 0.90 mmol) was treated with 1% v/v TFA/DCM (15 mL) at room temperature. To this yellow solution was added H2O (1 mL) which resulted in a colourless suspension. After stirring the mixture for 30 minutes, 10 mM aq. HCl (20 mL) was added and DCM was removed under reduced pressure. The aqueous layer was extracted with Et2O (3×) and basified with NaHCO3 until pH 9, after which it was extracted with DCM (3×). The latter combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The resulting deprotected amine proved to be pure on LC-MS analysis and was subjected to the next step without further purification.

来源