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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922783Generated: November 1, 2026

Sodium triacetoxyborohydride → HCID 89554966, compound

https://huagongshe.com/reaction/922783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-butyl N-((2S)-1-oxopropan-2-yl)carbamateHCID 7015728—
ReactantHCID 22385729HCID 22385729—
SolventDichloromethaneHCID 6344—
ProductHCID 89554966HCID 8955496680.9%

Reaction Steps

To a stirred solution of (S)-tert-butyl (1-oxopropan-2-yl)carbamate (3.15 g, 18.18 mmol), and DCM (91 ml) was added 2-amino-3,3,3-trifluoropropan-1-ol (2.230 g, 17.28 mmol). Stirred at ambient temperature for 10 minutes and then added sodium triacetoxyborohydride (5.78 g, 27.3 mmol). The mixture was stirred overnight. The reaction was diluted with DCM and then washed with 1 N NaOH, brine dried over MgSO4, filtered and the solvent removed to provide 4.0 grams of tert-butyl ((2S)-1-((1,1,1-trifluoro-3-hydroxypropan-2-yl)amino)propan-2-yl)carbamate as a colorless oil that was used without further purification. LRMS m/z (M+H)+ 287.3 found, 287.3 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278960B2
Source datasetuspto-grants-2016_03
ORD IDord-8863df7dc13c430faa86983c617c9c37
Source noteuspto-grants-2016_03