HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86696312, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloromethyl chloroformate | HCID 62754 | — |
| Reactant | benzyl (2S)-2-aminopropanoate | HCID 726858 | — |
| Reactant | Idasanutlin | HCID 53358942 | — |
| Reactant | HCID 69430934 | HCID 69430934 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86696312 | HCID 86696312 | — |
Reaction Steps
In a manner similar to the method described in Example 23, (S)-benzyl 2-((chloromethoxy)-carbonylamino)propanoate was prepared from (S)-benzyl 2-aminopropanoate (Chem-Impex) and 1-chloromethyl chloroformate (Aldrich) in the presence of pyridine in methylene chloride. It was then reacted with chiral 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoic acid and cesium carbonate in dimethylformamide to give chiral ((S)-1-(benzyloxy)-1-oxopropan-2-ylcarbamoyloxy)methyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993614B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-2db688af3dcb4686955353303abc31f9 |
| Source note | uspto-grants-2015_03 |