HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-dimethylhydroxylamine hydrochloride → HCID 90120002, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-dimethylhydroxylamine hydrochloride | HCID 27969 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 7408150 | HCID 7408150 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90120002 | HCID 90120002 | — |
Reaction Steps
A solution of (S)-2-(((benzyloxy)carbonyl)amino)-8-(tert-butoxy)-8-oxooctanoic acid (prepared as described in WO2006/061638), HBTU (1.1 eq.) and DIPEA (2 eq.) in DMF (0.7 M) was stirred at room temperature for 10 min. Then, dimethylhydroxylamine hydrochloride (1.1 eq.) was added. The reaction mixture was stirred at room temperature for a further 16 h then diluted with EtOAc. Organic phase was washed with sat. aq. NaHCO3, brine, dried over Na2SO4 and concentrated under reduced pressure to give a residue that was purified by column chromatography (eluent: petroleum ether/EtOAc from 85:15 to 1:4) to give the title compound as a pale yellow oil. MS (ES+) C22H34N2O6: 423 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365541B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-099a306256374cf3a04ec3e66e02e406 |
| Source note | uspto-grants-2016_06 |