HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 22100848, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 1,1-Dimethylethyl 6-hydroxy-2-(1-methylethyl)-1H-benzimidazole-1-carboxylate | HCID 22100839 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22100848 | HCID 22100848 | — |
Reaction Steps
DEAD (0.60 mL, 3.80 mmol) was added to a solution of 1-tert-butoxycarbonyl-6-hydroxy-2-isopropylbenzimidazole (690 mg, 2.30 mmol), 1-tert-butoxycarbonyl-4-hydroxypiperidine (925 mg, 4.60 mmol), triphenylphosphine (904 mg, 3.45 mmol) and THF (5 mL) at 25° C. After stirring for 12 hours, the solvent was removed in vacuo. Chromatography (SiO2, 100 g) of the resulting oil with hexane/ethyl acetate (1:1) afforded 1-tert-butoxycarbonyl-6-(N-(tert-butoxycarbonyl)piperidin-4-yloxy)-2-isopropylbenzimidazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05849759 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-8ebbb59d0ec947c9a5d70b7f7449582a |
| Source note | uspto-grants-1998_12 |