HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → tert-Butyl cis(+/-)-4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl cis(+/-)-4-amino-3-ethoxypiperidine-1-carboxylate | HCID 86648467 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-Butyl cis(+/-)-4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidine-1-carboxylate | HCID 86648506 | 100.6% |
Reaction Steps
The same operation as in Example (103a) was performed using tert-butyl cis(±)-4-amino-3-ethoxypiperidine-1-carboxylate obtained in Example (112d) (2.28 g, 11.4 mmol), sodium bicarbonate (1.26 g, 15 mmol), benzyl chloroformate (2.69 g, 15 mmol), THF (15 mL) and water (15 mL). The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 1/1) to obtain 4.34 g of the title compound as a colorless solid (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-ba6eeb1eb1494158a4c26172d78026ef |
| Source note | uspto-grants-2013_09 |