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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77122Erstellt: 24. Oktober 2026

1,2-Dichloroethane → Boc-D-Ala-NH2

https://huagongshe.com/de/reaction/77122

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktAmmoniaHCID 222—
Edukt4-MethylmorpholineHCID 7972—
Edukt1,4-DioxaneHCID 31275—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktBOC-D-alanineHCID 637606—
LösungsmittelDichloromethaneHCID 6344—
ProduktBoc-D-Ala-NH2HCID 701529623,02%

Reaktionsschritte

(R)-2-(tert-Butoxycarbonylamino)propanoic acid (1 g, 5.29 mmol), EDC (1.216 g, 6.34 mmol), and HOBt (0.971 g, 6.34 mmol) were dissolved in CH2Cl2 (5 mL). Ammonia (0.5 M) in dioxane (52.9 mL, 26.4 mmol) and 4-methylmorpholine (3.49 mL, 31.7 mmol) were added to the reaction mixture. After stirring for 1 h, the solvent was removed and ethyl acetate was added. This was washed with brine and saturated NaHCO3 solution. The organic layer was dried and concentrated to provide the product (R)-tert-butyl 1-amino-1-oxopropan-2-ylcarbamate (Int-X-A, 229 mg, 1.217 mmol, 23.02% yield); [M+Na]+=211.2; 1H NMR (400 MHz, methanol-d4) δ ppm 4.06 (1 H, q), 1.44 (9 H, s), 1.31 (3 H, d, J=7.04 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835470B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-09a01529d70343c09047cf86e627c1cc
Quellennotizuspto-grants-2014_09