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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452037Generated: October 30, 2026

Hydroxylamine → tert-butyl N-[(1Z,2S)-1-amino-1-hydroxyiminopropan-2-yl]carbamate

https://huagongshe.com/reaction/452037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-((1S)-1-cyanoethyl)carbamateHCID 638383—
SolventEthanolHCID 702—
Producttert-butyl N-[(1Z,2S)-1-amino-1-hydroxyiminopropan-2-yl]carbamateHCID 8260850498.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of tert-butyl[(1S)-1-cyanoethyl]carbamate (Step 2, 250 mg, 1.5 mmol) in ethanol (3 mL) were added triethylamine (0.41 mL, 2.9 mmol) and hydroxylamine (58 mg, 1.8 mmol). The mixture was stirred at 50° C. overnight. The reaction mixture was concentrated to afford the desired crude product (300 mg) which was directly used in the next step reaction without further purification. 1H-NMR (300 MHz, DMSO-d6): 8.94 (s, 1H), 6.80 (d, J=8.5 Hz, 1H), 5.24 (s, 2H), 4.01 (m, 1H), 1.36 (s, 9H), 1.15 (d, J=7.0 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487096B2
Source datasetuspto-grants-2013_07
ORD IDord-b18d9f1e00b74860a5fd05bb076174c7
Source noteuspto-grants-2013_07