HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenylphosphinic chloride → HCID 58286345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenylphosphinic chloride | HCID 73910 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 5-aminofuran-2-carboxylate | HCID 5072225 | — |
| Reactant | rac-(2'R,3'S,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid trifluoroacetic acid | HCID 78158843 | — |
| Product | HCID 58286345 | HCID 58286345 | 2% |
Reaction Steps
In a manner similar to the method described in Example 5, rac-(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carboxylic acid trifluoroacetic acid prepared in Example 4 (0.3 g, 0.52 mmol), was reacted with diisopropylethylamine (0.34 g, 2.6 mmol), diphenylphosphinic chloride (0.25 g, 1 mmol), then reacted with methyl 5-aminofuran-2-carboxylate (Lancaster) (0.11 g, 0.78 mmol) to give rac-5-{[(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carbonyl]amino}-furan-2-carboxylic acid methyl ester as a yellow solid (Yield 5 mg, 2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088815B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-5d32c4926dfd4c638b510f6849a84c6d |
| Source note | uspto-grants-2012_01 |