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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092652Generated: November 1, 2026

HCID 58192809, compound → HCID 58192778, compound

https://huagongshe.com/reaction/2092652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58192809HCID 58192809—
ReactantHCID 178418348HCID 178418348—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58192778HCID 5819277877%

Reaction Conditions

Temperature-78 °C

Reaction Steps

At −78° C., to a solution of ketone 20C (500 mg, 1.9 mmol) in 20 mL of THF was added MeLi (1.6 M in ether, 5 mL, 8.0 mmol) dropwise. The mixture was stirred at −78° C. for 30 minutes before it was quenched by 5 mL of NH4Cl aq (Sat'd) solution. The mixture was extracted by DCM (5 mL×3) and the combined DCM layers were dried over Na2SO4. Solvent was remove under vacuum and the residue was purified by silica gel chromatography Hexane:EtOAc 1:1(v/v)) to give the title compounds 20D (410 mg, 77%) as a mixture of equatorial and axial isomers. LC-MS (ESR): m/z=282 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440720B2
Source datasetuspto-grants-2013_05
ORD IDord-8b520491818f40ea86fa891ffb72d91c
Source noteuspto-grants-2013_05