HuagongsheHuagongshe Chemistry Print Report · For research reference only
Palmitoyl chloride → 3',5'-Di-palmitoyl-2'-deoxy-2'-(N-Fmoc-beta-alanineamido)uridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Palmitoyl chloride | HCID 8206 | — |
| Reactant | 2'-Deoxy-2'-(N-Fmoc-beta-alanineamido)uridine | HCID 68661469 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3',5'-Di-palmitoyl-2'-deoxy-2'-(N-Fmoc-beta-alanineamido)uridine | HCID 86587671 | 65% |
Reaction Steps
Palmitoyl chloride (1.55 mL, 1.8 mmol) was added to a solution of nucleoside 28 in abs pyridine and the reaction mixture was stirred overnight at room temperature. The solution was then quenched with MeOH, evaporated to dryness, dissolved in dichloromethane and washed with saturated aq sodium bicarbonate and brine. The organic phase was dried oversodium sulfate and evaporated to dryness. The residue was purified by flash chromatography on silica (EtOAc-Hexanes 1:1) affording 0.5 g of 29 (yield, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553830B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-f4ef13facbc54a178f202332425b6361 |
| Source note | uspto-grants-2009_06 |