HuagongsheHuagongshe Chemistry Print Report · For research reference only
Z-6-chloro-3-(3-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester → 6-chloro-2'-[5-chloro-2-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-phenyl]-4'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Z-6-chloro-3-(3-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | HCID 66640668 | — |
| Reactant | 1-[5-Chloro-2-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-phenyl]-3-trimethylsilyoxy-2-aza-1,3-butadiene | HCID 66641536 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-chloro-2'-[5-chloro-2-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-phenyl]-4'-(3-chlorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 86631794 | — |
Reaction Steps
In a manner similar to the method described in example 1e, E/Z-6-chloro-3-(3-chloro-benzylidene)-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester prepared in example 1b (0.4 g, 1 mmol) was reacted 1-[5-chloro-2-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-phenyl]-3-trimethylsilyoxy-2-aza-1,3-butadiene (1.5 g, 5 mmol) in toluene to give racemic(2′R, 3R, 4′S)-6-chloro-2′-[5-chloro-2-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-phenyl]-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a off white solid (Yield 0.23 g, 37%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08134001B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-e3200b0e227a485e8c6fa31a9ce205e5 |
| Source note | uspto-grants-2012_03 |