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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030632Generated: October 30, 2026

Carbamate → tert-butyl N-[(2S)-1-amino-4-methylpentan-2-yl]carbamate

https://huagongshe.com/reaction/1030632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamateHCID 276—
ReactantSodium BisulfateHCID 516919—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(S)-(-)-1,1-Dimethylethyl(1-azidomethyl-3-methylbutyl)carbamateHCID 86745708—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N-[(2S)-1-amino-4-methylpentan-2-yl]carbamateHCID 10262776—

Reaction Conditions

Temperature0 °C

Reaction Steps

Lithium aluminum hydride (0.24 g; 6.4 mmole) was slurried in THF (20 mL) and cooled to 0° C. The suspension was treated with a solution of the carbamate from (c) above (1.1 g; 4.6 mmole) in THF (10 mL) and stirred for 2 hours at 0° C. The mixture was further cooled to -30° C. and a solution of NaHSO4 (0.6 g; 4.3 mmole) in H2O (5 mL) was cautiously added and then diluted with EtOAc (50 mL), and filtered through celite. The filtrate was dried over MgSo4, filtered, and concentrated in vacuo leaving a colorless liquid. Yield: 1.0 g (100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05106873
Source datasetuspto-grants-1992_04
ORD IDord-e33e0b6498d845fc95486df0fc0f7f3f
Source noteuspto-grants-1992_04