HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 67304232 | HCID 67304232 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl(2S,3S,5S)-3-[(hydroxyamino)carbonyl]-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1-carboxylate | HCID 86598258 | 63% |
Reaction Steps
To the reaction mixture of dimethyl(2S,3S,5S)-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1,3-dicarboxylate (51 mg, 0.00010 mol) in tetrahydrofuran (0.50 mL, 0.0062 mol) was added 1.640 M of N-hydroxyamine in methanol (1.25 mL) made from the corresponding salt and sodium methoxide. After stirred at rt for 1 h, the mixture was acidified with 1N HCl. The resultant mixture was applied directly on RP-HPLC to afford the product as a TFA salt (39 mg, 63%). MS (ESI): (M+H)+=499.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440958B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-0e6a7b7a82754c18b2f6c91ef2f9e093 |
| Source note | uspto-grants-2016_09 |