HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (R)-3-decanoyloxytetradecanoic acid | HCID 10810916 | — |
| Reactant | 2-(t-Butyldiphenylsilyloxy)ethylamine | HCID 11001043 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol | HCID 53739763 | 81% |
Reaction Steps
In the same manner as described in Example 20-(1), 2-amino-1-(t-butyldiphenylsilyloxy)ethane (450 mg, 1.5 mmol) was acylated with (R)-3-decanoyloxytetradecanoic acid (600 mg, 1.5 mmol) in the presence of EDC.MeI (594 mg, 2.0 mmol) and then deprotected with TBAF (1.0 M in THF, 2.5 mL, 2.5 mmol) in THF (10 mL) to afford 488 mg (81%) of 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355257B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-4de7d2e674c04d50a464d6f58744d887 |
| Source note | uspto-grants-2002_03 |