Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2-Methoxyethyl)(methyl)amine | HCID 300977 | — |
| Reactant | Methyl (S)-2-(Boc-amino)-4-iodobutanoate | HCID 14394150 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86594426 | HCID 86594426 | 492.8% |
Reaction Steps
A mixture of (S)-2-tert-butoxycarbonylamino-4-iodobutyric acid methyl ester (0.200 g, 0.58 mmol), (2-methoxyethyl)-methylamine (0.062 g, 0.70 mmol), and triethylamine (0.41 mL, 2.9 mmol) in dioxane (1 mL) was stirred at 70° C. for 16 hours. The mixture was cooled to room temperature, concentrated under reduced pressure, and dissolved in dichloromethane (20 mL). The solution was washed with water (3×10 mL), brine (10 mL), dried over MgSO4, filtered through Celite, and concentrated under reduced pressure. The tan oil was chromatographed eluting with ether to provide 0.87 g of pale yellow oil (49% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07521447B2 |
|---|
| Source dataset | uspto-grants-2009_04 |
|---|
| ORD ID | ord-5b95a39dda4e4d7693709aea2ce7b1eb |
|---|
| Source note | uspto-grants-2009_04 |
|---|