反応 #1340595

反応方程式

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

溶媒

H2O

反応条件

後処理

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

実験手順

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.

出典