HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl N-(triethylammoniosulfonyl)carbamate → (S)-tert-Butyl 4-(1-cyano-2-(4-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazin-7-yl)phenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Edukt | (S)-tert-Butyl 4-(1-amino-3-(4-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazin-7-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate | HCID 59568625 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S)-tert-Butyl 4-(1-cyano-2-(4-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazin-7-yl)phenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate | HCID 59568616 | 89,8% |
Reaktionsschritte
(S)-tert-Butyl 4-(1-amino-3-(4-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazin-7-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 28, step (ii), 138 mg) in dichloromethane (10 mL) was treated with Burgess' reagent (116 mg) and stirred at room temperature for 18 h. The solvent was partially evaporated and the residue absorbed onto silica and purified by chromatography on silica eluting with ethyl acetate/isohexane (50:50 to 70:30) to afford the sub-titled compound (120 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08193239B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-c8f0055a97074f7dadfe405badef11df |
| Quellennotiz | uspto-grants-2012_06 |