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HRID 84876Erstellt: 24. Oktober 2026

1,2-Dichloroethane → tert-Butyl (1R)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethylcarbamate

https://huagongshe.com/de/reaction/84876

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktAmmonium HydroxideHCID 14923—
EduktN-((tert-Butoxy)carbonyl)-D-tryptophanHCID 111050—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkttert-Butyl (1R)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethylcarbamateHCID 5710754996,5%

Reaktionsschritte

A solution of N-Boc-D-tryptophan (1.00 g, 3.29 mmol), HOBt monohydrate (0.600 g, 3.92 mmol) and EDC (0.820 g, 4.27 mmol) in DMF (12 mL) was stirred at room temperature for 2 h, conc. NH4OH (1.10 mL, ca. 15.4 mmol) was added. The mixture was stirred for 18 h. Water and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-tert-butyl 1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate (0.963 g)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846928B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-509d55ba440a4679bebd17fc86ac137c
Quellennotizuspto-grants-2014_09