HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Isopropenyl-3-trimethylsilyoxy-2-aza-1,3-butadiene | HCID 76568115 | — |
| Reactant | Z-6-chloro-3-(5-chloro-2-isopropoxy-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | HCID 86617596 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 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 | HCID 76568147 | 63.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495007B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-db31ff1a93d94c90bd66676d51e4949c |
| Source note | uspto-grants-2009_02 |