HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,O-Dimethylhydroxylamine → HCID 86591229, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3,5-Difluoro-L-phenylalanine, N-BOC protected | HCID 2779009 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86591229 | HCID 86591229 | — |
Reaction Steps
N-(tert-butoxycarbonyl)-3,5-difluoro-L-phenylalanine (1) is coupled to N-methyl-N-methoxylamine using the carbodimide EDC in the presence of HOBT in DMF. The “Weinreb” amide product (m.p. 48° C.) is then treated with vinylmagnesium bromide in THF at 0° C. for 2 hr. Workup provided vinyl ketone 2 (m.p. 115° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07388118B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-e2a749681a1d4191907388b7b1f41bae |
| Source note | uspto-grants-2008_06 |