HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenylphosphinic chloride → HCID 66625642, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenylphosphinic chloride | HCID 73910 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 20025776 | HCID 20025776 | — |
| 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 66625642 | HCID 66625642 | 29.7% |
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 (100 mg, 0.173 mmol), was reacted with diisopropylethylamine (89 mg, 0.690 mmol), diphenylphosphinic chloride (Alfa Aesar, 106 mg, 0.446 mmol), then reacted with ethyl 2-(4-aminophenylamino)acetate (35 mg, 0.181 mmol) to give rac-(4-{[(2′S,3′R,4′S,5′S)-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}-phenylamino)-acetic acid ethyl ester (33 mg, 29%). MS (ES+) m/z [(M+H)+]: 641
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088815B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-9c3efd2331ed40839179996ffed8f787 |
| Source note | uspto-grants-2012_01 |