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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364713Generated: October 29, 2026

benzyl N-[(2S)-2-hydroxy-3-(4-methylpiperazin-1-yl)propyl]carbamate → (2S)-1-amino-3-(4-methylpiperazin-1-yl)propan-2-ol

https://huagongshe.com/reaction/2364713

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl N-[(2S)-2-hydroxy-3-(4-methylpiperazin-1-yl)propyl]carbamateHCID 68106686—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(2S)-1-amino-3-(4-methylpiperazin-1-yl)propan-2-olHCID 28279112106.9%

Reaction Steps

Benzyl N-[(2S)-2-hydroxy-3-(4-methylpiperazin-1-yl)propyl]carbamate 21b (840 mg, 2.70 mmol) was dissolved in 50 mL of methanol to prepare a 0.01 mol/L solution. The reaction solution was hydrogenated with H-Cube (column of catalyst: 10% palladium/carbon; temperature: 30° C.; flow rate: 1 mL/min; pressure: 1 atmosphere) for 50 minutes. The reaction solution was concentrated under reduced pressure to obtain the crude title compound (2S)-1-amino-3-(4-methylpiperazin-1-yl)propan-2-ol 21c (500 mg) as a yellow oil which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691822B2
Source datasetuspto-grants-2014_04
ORD IDord-c9e21b50b34742f1a25b76618152cd5d
Source noteuspto-grants-2014_04