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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465682Generated: October 30, 2026

Potassium Carbonate → tert-butyl (3S)-3-ethynylpiperidine-1-carboxylate

https://huagongshe.com/reaction/1465682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl (3R)-3-formylpiperidine-1-carboxylateHCID 42325667—
Reactant(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-oneHCID 136023029—
SolventMethanolHCID 887—
Producttert-butyl (3S)-3-ethynylpiperidine-1-carboxylateHCID 52420760—

Reaction Conditions

Temperature0 °C

Reaction Steps

To crude (R)-tert-butyl 3-formylpiperidine-1-carboxylate in MeOH (20 mL) was added dimethyl 1-diazo-2-oxopropylphosphonate (1.28 g, 5.6 mmol), cooled to 0° C. and then added K2CO3 (2.56 g, 18.6 mmol), followed by MS, TLC. Added water (60 mL), extracted with EtOAc (3×50 mL), organic layer were evaporated and dried to give the desired product (S)-tert-butyl 3-ethynylpiperidine-1-carboxylate (0.86 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999966B2
Source datasetuspto-grants-2015_04
ORD IDord-439e4a2809d0414295308e1c0b251c21
Source noteuspto-grants-2015_04