HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361306Generated: October 31, 2026
Ethyl chloroformate → HCID 178452182, compound
https://huagongshe.com/reaction/1361306
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | HCID 178452183 | HCID 178452183 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178452182 | HCID 178452182 | 74% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879852B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-bf5d8aec2bc749b39e58d33096539018 |
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| Source note | uspto-grants-2011_02 |
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