HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrophenyl chloroformate → (4-nitrophenyl) (S)-2-(N-(tert-butoxycarbonyl)amino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | tert-butyl (S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate | HCID 24812374 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-nitrophenyl) (S)-2-(N-(tert-butoxycarbonyl)amino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamate | HCID 58011475 | — |
Reaction Steps
To a solution of tert-butyl (S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate (20.8 mg, 0.081 mmol) in anhydrous DCM (9 mL) was added 4-nitrophenyl chloroformate (17.1 mg, 0.085 mmol), followed by TEA (12.2 mg, 17 μL, 0.12 mmol). The resulting solution was stirred at rt for 5 min (monitored by LC-MS) and diluted to 12 mL. An aliquot of the carbamate mixture solution (2 mL) was used for the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487108B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-7be636574dae44e8a7d6debc4fa5cfed |
| Source note | uspto-grants-2013_07 |