HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57889742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | D-Valine | HCID 71563 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | 2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate | HCID 5018386 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 57889742 | HCID 57889742 | 93% |
Reaction Steps
A mixture of (R)-2-amino-3-methylbutanoic acid (2.01 g, 17.16 mmol) and 2,5-dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate (4.89 g, 18.87 mmol) in 1:1 dioxane/water (40 mL) was treated with triethylamine (3.59 mL, 25.7 mmol), and the mixture was stirred for two days at room temperature. The mixture was acidified with saturated sodium hydrogen sulfate and extracted 3× with ethyl acetate. The combined organic phases were washed with saturated sodium hydrogen sulfate, water, and brine, then dried over sodium sulfate and concentrated in-vacuo to yield the title compound (4.17 g, 15.96 mmol, 93% yield) as an amber oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601844B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-d2883602950e444b90fd787b96549c5a |
| Source note | uspto-grants-2009_10 |