HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → 1-Boc-4-Cbz-amino-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Boc-4-Cbz-amino-piperidine | HCID 1514305 | 96.7% |
Reaction Steps
To a solution of 1.2 g (6.0 mmol) 4-amino-1-t-butoxycarbonylpiperidine from Step B in 40 mL of methylene chloride was added 3.15 mL (18 mmol) of DIPEA and 1.03 mL (7.2 mmol) of benzyl chloroformate while cooled in an ice bath. After 0.5 h the reaction was quenched with aqueous sodium carbonate and extracted three times with methylene chloride. The organic layers were each washed with a portion of brine, dried over sodium sulfate, combined and concentrated. The residue was purified by FC eluting with 25% ethyl acetate in hexanes to afford 1.94 g of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472410B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-3349020d3e094b63a5059fa32cb9df9c |
| Source note | uspto-grants-2002_10 |