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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734238Generated: October 31, 2026

Tetrahydrofuran → tert-Butyl (1S,2S)-1-amino-2-ethylcyclopropane-1-carboxylate

https://huagongshe.com/reaction/734238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(1S,2S) 2-Ethyl-1-(2trimethylsilanylethoxycarbonylamino)cyclopropane-carboxylic acid tert-butyl esterHCID 86601847—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl (1S,2S)-1-amino-2-ethylcyclopropane-1-carboxylateHCID 86620254—

Reaction Steps

To the product of Step 3 (3 g, 9 mmol) was added a 1.0M TBAF solution in THF (9.3 mL, 9.3 mmol) and the mixture heated to reflux for 1.5 hours, cooled to room temperature and then diluted with 500 mL of ethyl acetate. The solution was successively washed with water (2×100 mL), brine (2×100 mL), dried (MgSO4), filtered, and concentrated in vacuo to provide the title intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592336B2
Source datasetuspto-grants-2009_09
ORD IDord-d73fd78c138a44a8982385aa0f1ee60f
Source noteuspto-grants-2009_09