HuagongsheHuagongshe Chemistry Print Report · For research reference only
t-Butylammonium fluoride → 4-(4-{2-[(2r)-2-Hydroxy-2-(4-hydroxy-3-methanesulfonylamino-phenyl)-ethylamino]-ethyl}-phenylamino)-piperidine-1-carboxylic acidoctylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | t-Butylammonium fluoride | HCID 21866379 | — |
| Reactant | 4-{4-[2-({(2r)-2-{4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenyl}-2-[(triethylsilyl)oxy]ethyl}amino)ethyl]anilino}-n-octyl-1-piperidinecarboxamide | HCID 69985833 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-{2-[(2r)-2-Hydroxy-2-(4-hydroxy-3-methanesulfonylamino-phenyl)-ethylamino]-ethyl}-phenylamino)-piperidine-1-carboxylic acidoctylamide | HCID 10188998 | — |
Reaction Steps
4-{4-[2-({(2R)-2-{4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenyl}-2-[(triethylsilyl)oxy]ethyl}amino)ethyl]anilino}-N-octyl-1-piperidinecarboxamide was dissolved in anhydrous tetrahydrofuran and tert-butylammonium fluoride (1M in tetrahydrofuran) added. The reaction was stirred at ambient temperature for 4 days. The solvent was removed in vacuo and the residue purified by flash chromatography on silica gel Merck-60 (eluant: 20:1 going to 10:1 chloroform-methanol containing 2% triethylamine) to furnish the title compound (0.36 g, 0.519 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06605618B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-99fb72df24b343b69e596d04d0afc4a2 |
| Source note | uspto-grants-2003_08 |