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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61478Generated: October 29, 2026

Dichloromethane → dimethyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/61478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMethyl chloroformateHCID 6586—
ReactantMethyl (2s,3s,5s)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylateHCID 67304371—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Productdimethyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylateHCID 67304316—

Reaction Steps

To a mixture of methyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate (0.03345 g, 8.290E-5 mol) and 4-dimethylaminopyridine (0.0152 g, 0.000124 mol) in methylene chloride (1.50 mL, 0.0234 mol) was added methyl chloroformate (0.00833 mL, 0.000108 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)+=462.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440958B2
Source datasetuspto-grants-2016_09
ORD IDord-d4e3a1a9804049138007034ff1f6ec5a
Source noteuspto-grants-2016_09