反応 #1583846

ord-e9383888ac65474884d3b8d93eb95da7

反応方程式

CCCCCCCCCCCC(=O)NCCCC[C@H](N)C(=O)OCC
Nε-Lauroyl-L-lysine ethyl ester
CCCCCCCCCCC1CC(=O)OC1=O
n-decyl succinic anhydride
CCCCCCCCCCCC(=O)NCCCC[C@H](NC(=O)CC(CCCCCCCCCC)C(=O)O)C(=O)OCC
Nε-lauroyl-Nα-(3-carboxytridecanoyl)-L-lysine ethyl ester
収率 85.9%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The obtained white turbid solution was heated
  2. 2
    温度cooled in a freezer
  3. 3
    その他to give crystals
  4. 4
    ろ過The mixture was filtered
  5. 5
    その他dried
  6. 6
    その他recrystallized

実験手順

Nε-Lauroyl-L-lysine ethyl ester (29.9 g) was dissolved in dehydrated dichloromethane (650 ml), n-decyl succinic anhydride (21.2 g) was added, and the mixture was stirred at room temperature for 24 hr. The obtained white turbid solution was heated and cooled in a freezer to give crystals. The mixture was filtered, dried, and recrystallized to give Nε-lauroyl-Nα-(3-carboxytridecanoyl)-L-lysine ethyl ester (43 g, yield 85%). 4 g thereof was dissolved in distilled ethanol (100 ml), and 4M aqueous NaOH solution (1.68 ml) was added with stirring. The mixture was stirred at room temperature for 3 hr, filtered, dried under reduced pressure, and recrystallized. yield 4.1 g, 97%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09198846B2uspto-grants-2015_12