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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923400Generated: October 31, 2026

Diisopropylethylamine → (S)-tert-butyl 3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoate

https://huagongshe.com/reaction/923400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantCarbonic Acid 2,5-Dioxopyrrolidin-1-yl (S)-Tetrahydrofuran-3-yl EsterHCID 11229944—
Reactanttert-butyl (2S)-2-amino-3,3-dimethylbutanoate hydrochlorideHCID 56776989—
SolventTetrahydrofuranHCID 8028—
Product(S)-tert-butyl 3,3-dimethyl-2-(((S)-tetrahydrofuran-3-yloxy)carbonylamino)butanoateHCID 5954026655.1%

Reaction Steps

A mixture of (S)-tert-butyl 2-amino-3,3-dimethylbutanoate hydrochloride (0.05 g, 0.223 mmol), (S)-2,5-dioxopyrrolidin-1-yl tetrahydrofuran-3-yl carbonate (0.056 g, 0.246 mmol) and Hunig's base (0.078 mL, 0.447 mmol) in THF (2.25 mL) was stirred at room temperature for 12 hours. The solvent was evaporated and the product was purified by chromatography on silica gel eluting with 0-15% ethyl acetate in dichloromethane to give the title compound (0.037 g, 55% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278922B2
Source datasetuspto-grants-2016_03
ORD IDord-540acb1c069d4c96ba4b0b5d2d885e1a
Source noteuspto-grants-2016_03