反応 #463969

反応方程式

citric acid

DIEA

HCl

Boc-Asp(OBzl)-OSu

→

title compound

収率 92.0%

3-Aminomethylbenzoic acid

収率 92.0%

溶媒

DMF

DMF

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   ろ過The solids were then collected by filtration
3. 3
   洗浄washed with ice cold water (200 ml) and ice cold ethyl ether (100 ml)
4. 4
   その他dried under reduced pressure

実験手順

circle-solid.HCl (Mamb; 13.08 g, 70.0 mmol) was dissolved in 120 ml DMF and DIEA (24.32 ml, 140 mmol) was added, changing the pH from 4 to 7.5. The white suspension was stirred for 30 min at room temperature before a solution of Boc-Asp(OBzl)-OSu (29.40 g, 70.0 mmol) in DMF (50 ml) was added. The mixture was allowed to stir 24 hr, during which time it turned to a gold solution. The solution was added to 5% citric acid (2000 ml) and cooled to 5° C. for 3 hr. The solids were then collected by filtration, washed with ice cold water (200 ml) and ice cold ethyl ether (100 ml), and dried under reduced pressure to give the title compound as a colorless solid (29.62 g, 92%); MP=149-151° C.; DCI-MS: [M+NH4 ]=474.

出典