Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891012Generated: October 29, 2026

Diisopropylethylamine → 1-tert-Butyl 4-methyl 4-aminopiperidine-1,4-dicarboxylate

https://huagongshe.com/reaction/891012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTrimethylsilyldiazomethaneHCID 167693—
ReactantHCID 85702544HCID 85702544—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product1-tert-Butyl 4-methyl 4-aminopiperidine-1,4-dicarboxylateHCID 2087194076%

Reaction Steps

4-Amino-1-tert-butoxycarbonylpiperidine-4-carboxylate (5 g) in acetonitrile (22 ml) and methanol (2 ml) was treated with diisopropylethylamine (3.65 ml) and trimethylsilyldiazomethane (2M in hexane, 13.9 ml). After overnight stirring and evaporation of solvent, the crude product was chromatographed on silica gel (0–50% ethyl acetate/petrol) to give a yellow oil (4 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001913B1
Source datasetuspto-grants-2006_02
ORD IDord-6245b5d095e54e22a47f4b2894917012
Source noteuspto-grants-2006_02