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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 257281Generated: October 31, 2026

Benzyl chloroformate → (S)-1-Boc-3-(Cbz-amino-methyl)-piperidine

https://huagongshe.com/reaction/257281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl (3S)-3-(aminomethyl)piperidine-1-carboxylateHCID 1502022—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
Product(S)-1-Boc-3-(Cbz-amino-methyl)-piperidineHCID 45158795—

Reaction Steps

A)a) 3.7 g of tetrabutylammonium hydrogen sulphate and 100 ml of 1N sodium hydroxide solution are added to a solution of 10.0 g of t-butyl (S)-3-aminomethyl-1-piperidinecarboxylate (Example 6d) in 400 ml of hexane and 100 ml of water. 9.3 ml of benzyl chloroformate are added dropwise to this mixture and the mixture obtained is stirred at room temperature for 3 hours. Subsequently, the organic phase is separated, washed with water, 10% citric acid, water and saturated sodium bicarbonate solution, dried and evaporated. t-Butyl (S)-3-[(1-(benzyloxy)formamido]-methyl]-1-piperidinecarboxylate is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05260307
Source datasetuspto-grants-1993_11
ORD IDord-e1a1618b3a8546638d80bcf112489072
Source noteuspto-grants-1993_11