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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361306Generated: October 31, 2026

Ethyl chloroformate → HCID 178452182, compound

https://huagongshe.com/reaction/1361306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantAzane;hydrateHCID 12896473—
ReactantHCID 178452183HCID 178452183—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178452182HCID 17845218274%

Reaction Steps

To a solution of (4S)-1-BOC-4-[(2,2-dimethylpropanoyl)(cis-4-methyl-cyclohexyl)amino]-L-proline (0.83 g, 2.05 mmol) prepared in Step C in THF was added dropwise TEA (0.32 ml, 2.27 mmol). Then, ethylchloroformate (0.24 g, 2.27 mmol) was slowly added dropwise at 0° C., and the reaction solution was stirred at the same temperature for 1 h. 28% Ammonia water (1 equivalent) was slowly added dropwise at 0° C., and stirred at the same temperature for additional 1 h. After the reaction finished, the reaction mixture was concentrated in vacuo, and extracted with EtOAC. The organic extracts were washed with brine, dried over MgSO4, concentrated in vacuo, and purified by column chromatography (eluent: EtOAc/Hex=2/1) to give the title compound (0.62 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879852B2
Source datasetuspto-grants-2011_02
ORD IDord-bf5d8aec2bc749b39e58d33096539018
Source noteuspto-grants-2011_02