HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879579Generated: October 31, 2026
Potassium Carbonate → HCID 178452937, compound
https://huagongshe.com/reaction/1879579
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | bis[(2-fluorophenyl)methyl] (1S,2S,4S,5R,6R)-2-(tert-butoxy carbonylamino)-4-(p-tolylsulfonyloxy)bicyclo[3.1.0]hexane-2,6-dicarboxylate | HCID 87320350 | — |
| Reactant | HCID 178527972 | HCID 178527972 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178452937 | HCID 178452937 | 78.1% |
Reaction Steps
Add 4H-1,2,4-triazole-3-thiol (0.59 g, 5.87 mmol) and potassium carbonate (0.81 g, 5.87 mmol) to a solution of bis[(2-fluorophenyl)methyl](1S,2S,4S,5R,6R)-2-(tert-butoxy carbonylamino)-4-(p-tolylsulfonyloxy)bicyclo[3.1.0]hexane-2,6-dicarboxylate (2.63 g, 3.92 mmol) in dry N,N-dimethylformamide (15.66 mL). Heat the resulting mixture at 70° C. under nitrogen in a sealed tube and maintain stirring overnight. Quench with water and dilute with ethyl acetate. Wash the organic layer with citric acid solution (10% in water), brine. Dry over sodium sulfate, filter and concentrate to give the crude material as a pale brown oil (2.3 g). Purify by flash chromatography eluting with ethyl acetate:hexane (30:70 to 70:30) to give the title product as a colorless oil (1.84 g, 3.06 mmol). MS (m/z): 601 (M+1), 623 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318184B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-61d00e79d4984c8abfc96e27d703ebea |
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| Source note | uspto-grants-2012_11 |
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