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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400991Generated: October 31, 2026

Dimethylformamide → HCID 86688753, compound

https://huagongshe.com/reaction/400991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium BicarbonateHCID 14013—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant4-(1,1-Dimethylethyl) hydrogen N-[(1,1-dimethylethoxy)carbonyl]-L-aspartateHCID 7010636—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventTolueneHCID 1140—
ProductHCID 86688753HCID 86688753—

Reaction Steps

360.0 g of the starting material, N-Boc-Asp(O-t-Bu)OH, together with Boc2O (353.0 g) and ammonium bicarbonate (NH4HCO3, 123.9 g) was added to dimethylformamide (1174.6 g), and pyridine (61.0 g) was added dropwise thereto at room temperature, and the reaction mixture was then stirred for about 3 hours. Upon completion of the reaction, water (1440 ml) and toluene (1800 ml) were added to the reaction solution and stirred for 30 minutes to separate the layers. The organic layer thus obtained was distilled under reduced pressure to remove t-butanol and toluene to obtain the title compound, which was directly used in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741927B2
Source datasetuspto-grants-2014_06
ORD IDord-c7692b406fbb43b39eaa216e458f101d
Source noteuspto-grants-2014_06