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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583671Generated: October 26, 2026

Chloroform → N-carbobenzyloxy-gamma-tert.butyl-L-glutamic acid-alpha-dimethylaminoethyl ester

https://huagongshe.com/reaction/1583671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant2-Chloro-N,N-dimethylethylamineHCID 7901—
ReactantN-carbobenzyloxy-gamma-tert.butyl-L-glutamic acid-dicyclohexyl ammonium saltHCID 131714411—
Solvent1,4-DioxaneHCID 31275—
ProductN-carbobenzyloxy-gamma-tert.butyl-L-glutamic acid-alpha-dimethylaminoethyl esterHCID 5663388088.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To 1.10 g N-carbobenzyloxy-γ-tert.butyl-L-glutamic acid-dicyclohexyl ammonium salt, 1.8 ml chloroform and 1.9 ml solution of dimethylaminoethylchloride in the amount of 0.46 g, which stoichiometrically corresponds to two times molar volume, in dioxane were added to be subjected to reflux in oil bath at 70° C. for 30 hrs. After cooling down to a room temperature, said reaction mixture was similarly treated as in Step Example 1 to obtain N-carbobenzyloxy-γ-tert.butyl-L-glutamic acid-α-dimethylaminoethyl ester in the amount of 766 mg (yield; 88.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04552975
Source datasetuspto-grants-1985_11
ORD IDord-fd8539a748c840d9bed633da305e0bea
Source noteuspto-grants-1985_11