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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727962Generated: October 31, 2026

1-(4-Chlorophenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → racemic (2'S,3S,4'R)-6-chloro-2'-(4-chlorophenyl)-4'-cyclohexyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1727962

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Chlorophenyl)-3-trimethylsilyoxy-2-aza-1,3-butadieneHCID 76568009—
ReactantZ-6-chloro-3-cyclohexylmethylene-2-oxo-2,3-dihydro-indole-1-carboxylic acid ethyl esterHCID 86615086—
SolventTolueneHCID 1140—
Productracemic (2'S,3S,4'R)-6-chloro-2'-(4-chlorophenyl)-4'-cyclohexyl-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-carboxylic acid ethyl esterHCID 9076893072%

Reaction Steps

In a manner similar to the method described in example 4c, E/Z-6-chloro-3-cyclohexylmethylene-2-oxo-2,3-dihydro-indole-1-carboxylic acid ethyl ester (0.40 g, 1.20 mmol) prepared in example 6b was reacted with 1-(4-chlorophenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene prepared in example 7a, in toluene to give racemic (2′S,3S,4′R)-6-chloro-2′-(4-chlorophenyl)-4′-cyclohexyl-2,3-dihydro-2,6′-dioxospiro[indole-3,3′-piperidine]-1-carboxylic acid ethyl ester as a white solid (Yield 0.45 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-510edac56980428b98e23022648b2a2f
Source noteuspto-grants-2009_02