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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728060Generated: October 31, 2026

Lithium hydride → racemic (2'R,3R,4'S)-6-chloro-4'-(3-chloro-phenyl)-1'-(3-chloro-propyl)-2'-isopropenyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine] 1-methoxyethyl trimethylsilane

https://huagongshe.com/reaction/1728060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydrideHCID 62714—
Reactant1-Chloro-3-iodopropaneHCID 81363—
Reactant6-Chloro-4'-(3-chlorophenyl)-2'-isopropenyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine] 1-methoxyethyl trimethylsilaneHCID 77580311—
SolventDimethylformamideHCID 6228—
Productracemic (2'R,3R,4'S)-6-chloro-4'-(3-chloro-phenyl)-1'-(3-chloro-propyl)-2'-isopropenyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine] 1-methoxyethyl trimethylsilaneHCID 77580066—

Reaction Steps

In a manner similar to the method described in example 24c, racemic (2′R,3R,4′S)-6-chloro-4′-(3-chloro-phenyl)-2′-isopropenyl-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-methoxyethyl trimethylsilane (1.57 g, 2.95 mmol) prepared in example 116a was reacted with LiH (2.3 g, 29.5 mmol) and 1-chloro-3-iodo-propane (6.04 g, 29.5 mmol) in N,N-dimethyl-formamide (100 mL) to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chloro-phenyl)-1′-(3-chloro-propyl)-2′-isopropenyl-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-methoxyethyl trimethylsilane as a white form (Yield: 0.6 g, 33.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-163f10ce0b1a4166b3c690666a568306
Source noteuspto-grants-2009_02