DL-alanine → 2-(2-Ethyl)octanoylaminopropionic acid

18.6 g (0.211 mol) of D,L-alanine and 46.6 g (0.41 mol) of triethylamine are initially charged in 300 ml of dichloromethane. At 0° C. 50.09 g (0.461 mol) of trimethylsilyl chloride are added dropwise, and the mixture is stirred at room temperature for 1 h and then at 40° C. for 1 h. The solution is cooled to −10° C., and 40 g (0.21 mol) of 2-ethyloctanoyl chloride in 50 ml of dichloromethane are added dropwise. The mixture is stirred at room temperature overnight, 100 ml of water are then added dropwise with ice-cooling and the mixture is stirred for 10 minutes. The phases are separated, the aqueous phase is reextracted twice with in each case 100 ml of dichloromethane and the combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. The residue is crystallized from toluene by adding n-hexane and is dried at 60° C.

1. customAt 0° C
2. waitat 40° C. for 1 h
3. temperatureThe solution is cooled to −10° C.
4. stirringThe mixture is stirred at room temperature overnight
5. temperaturecooling
6. stirringthe mixture is stirred for 10 minutes
7. customThe phases are separated
8. dry with materialthe combined organic phases are dried over sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue is crystallized from toluene
11. additionby adding n-hexane
12. customis dried at 60° C.

ORDレコード

ord-e518c5dd9fa5486fbc329b8f5d12c6b8

出典データセット

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07098207B2