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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1790771Erstellt: 24. Oktober 2026

Chloroiodomethane → 2,2-Dimethyl-3-(N-CBz-D-valyloxy)-propionic acid chloromethyl ester

https://huagongshe.com/de/reaction/1790771

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroiodomethaneHCID 11644—
EduktTetrabutylammonium HydroxideHCID 2723671—
Edukt2,2-dimethyl-3-(N-CBz-D-valyloxy)-propionic acidHCID 23387490—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2,2-Dimethyl-3-(N-CBz-D-valyloxy)-propionic acid chloromethyl esterHCID 53791934—

Reaktionsschritte

(2,2-dimethyl-3-(N-CBz-D-valyloxy)-propionic acid (4.5 g, 12.8 mmole) was dissolved in dioxane (20 ml). To the solution was added tetrabutylammonium hydroxide aqueous solution (40%, 8.3 ml, 12.8 mmole). The solution was dried in vacuo, and it was coevaporated with toluene several times. The residue was dissolved in methylene chloride and then chloroiodomethane (18 ml, 260 mmole) was added to the solution. After 18 hr, the reaction solution was evaporated and the product was isolated with silica gel column chromatography. 3.5 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07071173B2
Quelldatensatzuspto-grants-2006_07
ORD IDord-74c2111d57ea4efa849d158c09f1a797
Quellennotizuspto-grants-2006_07