HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 16747947, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | HCID 93865 | — |
| Reactant | HCID 60077637 | HCID 60077637 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 16747947 | HCID 16747947 | 55% |
Reaction Steps
A solution of (3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoic acid (preparation 163) (177 mg, 0.53 mmol) and Et3N (186 μl, 1.33 mmol) in dioxan (500 μl) and H2O (500 μl) was treated with Boc-ON (145 mg, 0.58 mmol) and stirred at room temperature for 18 hours. The reaction mixture was diluted with H2O and extracted with EtOAc (×2). The organic extracts were combined and the solvent removed under reduced pressure. The crude material was purified on a silica column eluting with DCM:MeOH (100:0) gradually changing to (90:10) to afford the title compound as a colourless gum (15 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06716861B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-4fd1514435b04c75b8e39b10f1efb65e |
| Source note | uspto-grants-2004_04 |