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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 534673Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/534673

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzylamineHCID 7504—
Edukt(R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acidHCID 2733693—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTriethylamineHCID 8471—
ProduktN-benzyl-O-benzyl-N2-Boc-D-serinamideHCID 721690941%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853439B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-434591b48bc24c069a730e5fabdc54e4
Quellennotizuspto-grants-2014_10