Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870926Generated: October 30, 2026

Di-tert-butyl dicarbonate → Boc-L-leucinol

https://huagongshe.com/reaction/870926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantL-LeucinolHCID 111307—
SolventTetrahydrofuranHCID 8028—
ProductBoc-L-leucinolHCID 701876668%

Reaction Steps

To a stirred solution of (S)-2-amino-4-methylpentan-1-ol (5 g, 42.7 mmol) in tetrahydrofuran (100 mL) at rt was added BOC2O (9.91 mL, 42.7 mmol) dropwise and the reaction was stirred at rt for 5 h. After the completion of reaction, solvent was removed under reduced pressure to yield (S)-tert-butyl (1-hydroxy-4-methylpentan-2-yl)carbamate (6.3 g, 29.0 mmol, 68% yield) as a colorless oil. 1H NMR (400 MHz, DMSO-d6) δ 6.42 (d, J=8.8 Hz, 1H), 4.55 (m, 1H), 3.32 (m, 1H), 3.27 (m, 1H), 3.17 (m, 1H), 1.47 (m, 1H), 1.37 (s, 9H), 1.22 (m, 2H), 0.85 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969564B2
Source datasetuspto-grants-2015_03
ORD IDord-d45595d396b0407899187573206e54c4
Source noteuspto-grants-2015_03