HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,5R)-5-(allyloxyamino)-3,4-dimethyl-1,2,5,6-tetrahydropyridine-2-carboxamide → (2S,5R)-6-(allyloxy)-3,4-dimethyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,5R)-5-(allyloxyamino)-3,4-dimethyl-1,2,5,6-tetrahydropyridine-2-carboxamide | HCID 89851793 | — |
| Reactant | (2S,5R)-6-(allyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-4-methyl-1,6-diazabicyclo[3.2.1]oct-3-en-7-one | HCID 89852160 | — |
| Product | (2S,5R)-6-(allyloxy)-3,4-dimethyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-ene-2-carboxamide | HCID 89852291 | 66.5% |
Reaction Steps
The title compound was prepared from (2S,5R)-5-(allyloxyamino)-3,4-dimethyl-1,2,5,6-tetrahydropyridine-2-carboxamide (Intermediate 197, 0.31 g, 1.38 mmol) following the procedure described for Intermediate 13. Silica gel chromatography (0%-70% ethyl acetate/hexanes) afforded the desired product as a white solid (0.23 g, 66.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309245B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-bf63a63a3a8946db90fdd0dbcf9e1e39 |
| Source note | uspto-grants-2016_04 |