HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl mercaptan → (2S,4R)-4-(benzylthio)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl mercaptan | HCID 7509 | — |
| Reactant | (3S,5S)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-5-(1-cyanocyclopropylcarbamoyl)pyrrolidin-3-yl Benzenesulfonate | HCID 86646867 | — |
| Product | (2S,4R)-4-(benzylthio)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide | HCID 66772557 | — |
Reaction Steps
The title compound was prepared in analogy to example 457d) using (3S,5S)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-5-(1-cyanocyclopropylcarbamoyl)pyrrolidin-3-yl benzenesulfonate (example 457, step 3; 200 mg) and phenylmethanethiol (57 mg) to yield 109 mg (53%) of a white solid. MS (ESI): m/z=480.15 [M−H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163793B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-ea57b7308560496cb32e8bb1a18d7c35 |
| Source note | uspto-grants-2012_04 |