Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204990Generated: November 1, 2026

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

https://huagongshe.com/reaction/2204990

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 numberUS09365506B2
Source datasetuspto-grants-2016_06
ORD IDord-58cf9bfd4d9c402a919bbe5b001e8900
Source noteuspto-grants-2016_06