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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170098Generated: October 31, 2026

Potassium Carbonate → 2-(Dipropylamino)-2-oxoethyl 3-(((benzyloxy)carbonyl)amino)propanoate

https://huagongshe.com/reaction/2170098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-(Benzyloxycarbonyl)-DL-alanineHCID 95657—
Reactant2-chloro-N,N-dipropylacetamideHCID 219647—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(Dipropylamino)-2-oxoethyl 3-(((benzyloxy)carbonyl)amino)propanoateHCID 66797902—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of benzyloxycarbonylamino-propionic acid (22.3 g, 99.9 mmol) in DMF (150 ml) was added potassium carbonate (19.3 g, 139.9 mmol). 2-Chloro-N,N-dipropyl-acetamide (17.7 g, 99.9 mmol) was added over 30 min, and the reaction mixture was heated to 60° C. and stirred for 2.5 h. The reaction mixture was allowed to cool to RT and diluted with water (500 ml) and extracted with isopropyl acetate (total 50 ml). The combined organic phases were washed with water (3×200 ml) to afford a solution of 3-benzyloxycarbonylamino-propionic acid dipropylcarbamoylmethyl ester in isopropyl acetate which was not isolated further. LC-MS; 365.2 [M+H]+ Method (i)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09050339B2
Source datasetuspto-grants-2015_06
ORD IDord-5d044dfe032f48bb814ca95b52cc1174
Source noteuspto-grants-2015_06