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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2081136Generated: November 2, 2026

Tetrahydrofuran → HCID 70324238, compound

https://huagongshe.com/reaction/2081136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantCyclopropanesulfonamideHCID 15765418—
ReactantHCID 67103077HCID 67103077—
SolventEthyl AcetateHCID 8857—
ProductHCID 70324238HCID 7032423873%

Reaction Conditions

Temperature60 °C

Reaction Steps

(1R,2R)-1-(tert-butoxycarbonyl)-2-ethylcyclopropanecarboxylic acid (0.5 g, 2.18 mmol) was dissolved in THF (20 mL), followed by addition of CDI (390 mg, 2.41 mmol) in one portion at rt. The reaction was stirred in a 60° C. sandbath for 4 h, cooled to rt, and cyclopropanesulfonamide (292 mg, 2.41 mmol) and DBU (366 mg, 2.41 mmol) were added. The reaction was stirred at rt for overnight. The reaction was then diluted with EtOAc (30 mL) and washed with 1 N HCl (2×15 mL), water (10 mL), brine (10 mL), and dried (Na2SO4), giving tert-butyl (1R,2R)-1-(cyclopropylsulfonylcarbamoyl)-2-ethylcyclopropylcarbamate (0.53 g, 73% yield) as a white solid after removal of solvent. This crude product was directly used for the next without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932277B2
Source datasetuspto-grants-2011_04
ORD IDord-b5483f3d50344e079b05830a57500f96
Source noteuspto-grants-2011_04