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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 76316Erstellt: 24. Oktober 2026

Citric Acid → N-((1,1-Dimethylethoxy)carbonyl)-L-alanyl-L-alanine

https://huagongshe.com/de/reaction/76316

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCitric AcidHCID 311—
EduktMethanolHCID 887—
EduktLithium hydroxide, monohydrateHCID 168937—
EduktBoc-Ala-Ala-OMeHCID 10671868—
LösungsmittelWaterHCID 962—
ProduktN-((1,1-Dimethylethoxy)carbonyl)-L-alanyl-L-alanineHCID 6992569—

Reaktionsschritte

To a solution of LiOH.H2O (275 mg, 6.56 mmol) in a mixture of solvents MeOH: H2O (10.9 mL: 3.6 mL) was added Boc-Ala-Ala-OMe (1.2 g, 4.38 mmol) and stirred for 4 hours at r.t. The solution was acidified to pH 2 with saturated aqueous solution of citric acid and the mixture was extracted with EtOAc (3×20 mL). The organic layer was dried over Na2SO4 and concentrated under vacuum to give the desired product Boc-Ala-Ala-OH as a highly viscous and hygroscopic oil in quantitative yields (1.14 g). The product was taken for further reactions directly without any purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835602B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a65d3a59fb9e496bba2f4bcab5314c3e
Quellennotizuspto-grants-2014_09