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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728166Generated: October 30, 2026

1-Isopropenyl-3-trimethylsilyoxy-2-aza-1,3-butadiene → racemic (2'R,3R,4'S)-6-chloro-4'-(5-chloro-2-isopropoxy-phenyl)-2'-isopropenylspiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/1728166

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Isopropenyl-3-trimethylsilyoxy-2-aza-1,3-butadieneHCID 76568115—
ReactantZ-6-chloro-3-(5-chloro-2-isopropoxy-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl esterHCID 86617596—
SolventTolueneHCID 1140—
Productracemic (2'R,3R,4'S)-6-chloro-4'-(5-chloro-2-isopropoxy-phenyl)-2'-isopropenylspiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 7656814763.3%

Reaction Steps

In a manner similar to the method described in Example 41b, E/Z-6-Chloro-3-(5-chloro-2-isopropoxy-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (2 g, 4.47 mmol) was reacted with 1-(1-methyl-ethenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (22.37 mmol) in toluene to give title compound as a white solid (1.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-db31ff1a93d94c90bd66676d51e4949c
Source noteuspto-grants-2009_02