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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75706Erstellt: 25. Oktober 2026

Benzyl Alcohol → (S)-benzyl 2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid

https://huagongshe.com/reaction/75706

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl AlcoholHCID 244—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktDiisopropylethylamineHCID 81531—
Edukt(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acidHCID 2734668—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-benzyl 2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acidHCID 13173187199%

Reaktionsschritte

Boc-Tle-OH (4.8 g, 22.3 mmol) was dissolved in dichloromethane (50 mL), and EDCI (4.3 g, 44.6 mmol), DMAP (0.6 g, 4.46 mmol), DIPEA (16 mL, 89.2 mmol), and benzyl alcohol (5 mL, 44.6 mmol) were added dropwise. The mixture was stirred at room temperature for 12 hours. The mixture was washed several times with an aqueous solution of 5% citric acid. The organic layer was dried over sodium sulfate, and filtered and distilled under reduced pressure to obtain the title compound as yellow oil (6.7 g, 99%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835458B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-0811e5819ad94353bf649156dfb9333c
Quellennotizuspto-grants-2014_09