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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61474Generated: October 29, 2026

Dichloromethane → Dimethyl (2s,3s,5s)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/61474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMethyl chloroformateHCID 6586—
ReactantMethyl (2s,3s,5s)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylateHCID 67304478—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductDimethyl (2s,3s,5s)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67304314—

Reaction Steps

To a mixture of methyl(2S,3S,5S)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate (0.0233 g, 0.0000645 mol) and 4-dimethylaminopyridine (0.0118 g, 0.0000967 mol) in methylene chloride (1.00 mL, 0.0156 mol) was added methyl chloroformate (0.00648 mL, 0.0000838 mol). The reaction was stirred at rt overnight. After quenched with aq. sodium bicaronate, the reaction was extracted with ethyl acetate. The combined organic layers were washed with brine, dried, concentrated to dry. The resulting residue was used directly in next step. MS (ESI): (M+H)+=420.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440958B2
Source datasetuspto-grants-2016_09
ORD IDord-11bc39fb4e5d41da9dd49d4b36931e4f
Source noteuspto-grants-2016_09