HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → (S)-tert-Butyl 2-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Reactant | (S)-tert-Butyl 2-((S)-1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate | HCID 57999641 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-tert-Butyl 2-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)piperidine-1-carboxylate | HCID 57999629 | 97.2% |
Reaction Steps
(S)-tert-Butyl 2-((S)-1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)piperidine-1-carboxylate (2.88 g) was dissolved in DCM (40 mL) and to the solution was added (methoxycarbonylsulfamoyl)triethyl ammonium hydroxide (3.42 g). The reaction mixture was stirred under nitrogen, at room temperature overnight, then concentrated in vacuo. Crude material was purified by flash silica chromatography eluting with 20% ethyl acetate in isohexane to give the title compound (2.7 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902181B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-0dffb4665b084b048f4a37810f21d911 |
| Source note | uspto-grants-2011_03 |