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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1590984Erstellt: 24. Oktober 2026

Glycine → (S)-2-(2-((tert-Butoxycarbonyl)amino)-4-methylpentanamido)acetic acid

https://huagongshe.com/de/reaction/1590984

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktGlycineHCID 750—
Edukt1,4-DioxaneHCID 31275—
EduktSodium BicarbonateHCID 516892—
EduktBoc-Leu-OSuHCID 11023929—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl acetate hexaneHCID 21226206—
Produkt(S)-2-(2-((tert-Butoxycarbonyl)amino)-4-methylpentanamido)acetic acidHCID 701876875,7%

Reaktionsschritte

2.63 Grams of H-Gly-OH and 3.50 g of sodium hydrogen carbonate were suspended in 50 ml of water, to this supension was added, under ice-cooling condition, 50 ml of dioxane solution containing 10.0 g of Boc-Leu-OSu, and stirred for 30 minutes, then this mixture was further stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue thus obtained was extracted with ethyl acetate (70 ml). The ethyl acetate layer was washed with 1N-hydrochloric acid, and with a saturated sodium chloride aqueous solution, then was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue thus obtained was recrystalled from ethyl acetate-n-hexane to obtain 6.65 g (yield: 75.7%) of the above-mentioned objective product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05204326
Quelldatensatzuspto-grants-1993_04
ORD IDord-e827f6e001ba444aab7a9df216915011
Quellennotizuspto-grants-1993_04