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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2355348Generated: October 29, 2026

Methanol → HCID 86626189, compound

https://huagongshe.com/reaction/2355348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
Reactant3-Cyclobutene-1,2-dione, 3,4-dimethoxy-HCID 123227—
ReactantHCID 68711280HCID 68711280—
ProductHCID 86626189HCID 8662618980%

Reaction Steps

Solid 3,4-dimethoxycyclobut-3-ene-1,2-dione (87.5 mg, 0.61 mmol) was added to a solution of (S)—N1-((2-(trimethylsilyl)ethoxy)methyl)-3-cyclohexylpropane-1,2-diamine (173.1 mg, 0.57) and triethylamine (0.2 mL, 1.4 mmol) in MeOH (10 mL). After stirring at rt for 2 h, the solvent was removed and the residue was purified using 4 g SiO2 with an eluent of hexanes to EtOAc. Removal of solvent from appropriate fractions yielded (S)-2-(trimethylsilyl)ethyl 3-cyclohexyl-2-(2-methoxy-3,4-dioxocyclobut-1-enylamino)propylcarbamate (186.2 mg, 80%) as a clear film. MS ESI+ve m/z 433 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754737B2
Source datasetuspto-grants-2010_07
ORD IDord-f2e6ec66459745f5b4a959e5bd35a913
Source noteuspto-grants-2010_07