反応 #621855

反応方程式

N-Boc-O-benzyl-D-serine

benzyl amine

→

N-benzyl-O-benzyl-N2-Boc-D-serinamide

収率 41.0%

溶媒

dichloro methane

triethylamine

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONsubsequently isobutylchloformate (0.51 mL) was added to the reaction mixture in 5 minutes at −20° C
3. 3
   workup.STIRRINGThe solution was stirred for 5 minutes at −20° C.
4. 4
   workup.STIRRINGThe solution was stirred for 1 hr at −20° C
5. 5
   workup.STIRRINGstirred for 1 hour
6. 6
   ろ過The hydrochloride salt of N-methylmorpholine was filtered
7. 7
   濃縮Organic layer was concentrated under vacuum

実験手順

To a cooled (−20° C.) solution of N-Boc-O-benzyl-D-serine (1 g) in dichloro methane (12 mL), triethylamine (0.44 mL) was added and stirred for 5 minutes and subsequently isobutylchloformate (0.51 mL) was added to the reaction mixture in 5 minutes at −20° C. The solution was stirred for 5 minutes at −20° C. and benzyl amine (0.44 mL) was added to in it in 5 minutes at −20° C. The solution was stirred for 1 hr at −20° C. The solution was allowed to warm to room temperature and stirred for 1 hour. The hydrochloride salt of N-methylmorpholine was filtered. Organic layer was concentrated under vacuum to obtain solid, 0.53 g N-benzyl-O-benzyl-N2-Boc-D-serinamide after crystallization by diisopropylether.

出典