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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407885Generated: November 1, 2026

Triethylamine → 1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamate

https://huagongshe.com/reaction/2407885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantL-AlaninolHCID 80307—
ReactantCarbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
SolventTetrahydrofuranHCID 8028—
Product1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 7023103—

Reaction Steps

To a solution of (S)-2-aminopropan-1-ol (1 eq) in THF (0.3 M) at room temperature was added di-tert-butyl carbonate (1 eq) and triethylamine (1 eq). The reaction was stirred at room temperature for 3 hours. The reaction mixture was concentrated en vaccuo; and the residue was diluted in ethyl acetate. The organic solution was washed with water (2×), 1:1 saturated aqueous NH4Cl, water and brine, dried over anhydrous MgSO4, and concentrated en vaccuo. The material was carried onto the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08808703B2
Source datasetuspto-grants-2014_08
ORD IDord-b77e150cf65741cdac3288f7e09a7408
Source noteuspto-grants-2014_08