HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(2-Allyloxy-5-iodo-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene → 2'-(2-Allyloxy-5-iodo-phenyl)-6-chloro-4'-(3-chlorophenyl)-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine] 1-methoxyethyl trimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(2-Allyloxy-5-iodo-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene | HCID 72325794 | — |
| Reactant | Z-6-chloro-3-(3-chloro-benzylidene)-1-(2-trimethylsilanyl-ethoxymethyl)-1,3-dihydro-indole-2-one | HCID 86615089 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2'-(2-Allyloxy-5-iodo-phenyl)-6-chloro-4'-(3-chlorophenyl)-2,3-dihydro-2,6'-dioxo spiro[indole-3,3'-piperidine] 1-methoxyethyl trimethylsilane | HCID 77700169 | 44.4% |
Reaction Steps
In a manner similar to the method described in example 1d, E/Z-6-chloro-3-(3-chlorobenzylidene)-1-(2-trimethylsilanyl-ethoxymethyl-1,3-dihydro-indole-2-one (6 g, 15 mmol) prepared in example 1b was reacted with 1-(2-allyloxy-5-iodo-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (26 g, 65 mmol) prepared in example 18b in toluene (100 mL) to give racemic (2′R, 3R, 4′S)-2′-(2-allyloxy-5-iodo-phenyl)-6-chloro-4′-(3-chlorophenyl)-2,3-dihydro-2,6′-dioxo spiro[indole-3,3′-piperidine]-1-methoxyethyl trimethylsilane as a white foam (5 g, 44%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834179B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-716689704a4144f2ae6b0c6316882f24 |
| Source note | uspto-grants-2010_11 |