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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048391Generated: November 2, 2026

(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanal → HCID 67998608, compound

https://huagongshe.com/reaction/1048391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanalHCID 86660730—
ReactantHCID 178418573HCID 178418573—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67998608HCID 67998608—

Reaction Steps

To a solution of (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanal (540 mg, 1.18 mmol; Example 130, Step A) in THF (12 mL) was added 1.4 M methylmagnesium bromide in toluene and THF (75:25) (2.52 mL, 3.53 mmol) at 0° C. Then the reaction was allowed to warm to rt and stirred for 3 h. The reaction was quenched (sat NH4Cl solution), extracted (2×EtOAc), and washed (sat. aq. NaCl solution). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to provide the crude title compound as a mixture of diastereomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569341B2
Source datasetuspto-grants-2013_10
ORD IDord-e6f453cd4d294caf81ecd308027fb243
Source noteuspto-grants-2013_10