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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446018Generated: October 29, 2026

tert-Butyl 4-[(3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-1-[(2,6-dichlorophenyl)methyl]-4-methylpyrrolidin-3-amido]piperidine-1-carboxylate → tert-Butyl 4-[(3R*,4S*)-3-[2-(tert-butoxy)-2-oxoethyl]-1-[(2,6-dichlorophenyl)methyl]-4-methylpyrrolidin-3-amido]piperidine-1-carboxylate

https://huagongshe.com/reaction/446018

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-[(3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-1-[(2,6-dichlorophenyl)methyl]-4-methylpyrrolidin-3-amido]piperidine-1-carboxylateHCID 78051959—
SolventEthanol hexaneHCID 21879635—
Producttert-Butyl 4-[(3R*,4S*)-3-[2-(tert-butoxy)-2-oxoethyl]-1-[(2,6-dichlorophenyl)methyl]-4-methylpyrrolidin-3-amido]piperidine-1-carboxylateHCID 71293846—

Reaction Steps

tert-Butyl 4-[(3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-1-[(2,6-dichlorophenyl)methyl]-4-methylpyrrolidin-3-amido]piperidine-1-carboxylate obtained in Example 5a (2.04 g, 3.49 mmol) was optically resolved repeatedly by HPLC (CHIRALPAK IA (3 cm diameter×25 cm), elution solvent: hexane/ethanol=94/6, flow rate: 22 ml/min.) to give the title compound (a chiral form corresponding to the peak with a shorter retention time) (859 mg, 42.1%) and the optical isomer (a chiral form corresponding to the peak with a longer retention time) (817 mg, 40%), respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476301B2
Source datasetuspto-grants-2013_07
ORD IDord-72860b60df24498293350464a6e7960a
Source noteuspto-grants-2013_07