HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl acetoacetate → 5-(2-Chloro-5-trifluoromethyl-phenyl)-2-methyl-1-((R)-2-methyl-tetrahydro-furan-2-ylmethyl)-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl acetoacetate | HCID 7757 | — |
| Edukt | Tetrahydrofurfuryl-2-methylamine | HCID 111269 | — |
| Edukt | (1R,2R)-2-Aminocyclohexanol | HCID 735777 | — |
| Edukt | 2-Chloro-5-(trifluoromethyl)phenacyl bromide | HCID 2783183 | — |
| Produkt | 5-(2-Chloro-5-trifluoromethyl-phenyl)-2-methyl-1-((R)-2-methyl-tetrahydro-furan-2-ylmethyl)-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide | HCID 11656248 | — |
Reaktionsschritte
The title compound was synthesized in analogy to example 7, using 3-oxo-butyric acid methyl ester as compound of formula R, 2-bromo-1-[2-chloro-5-(trifluoromethyl)-phenyl]-ethanone as compound of formula S, tetrahydro-2-methyl-2-furanmethanamine as R3—(CH2)m—NH2 and (1R,2R)-2-aminocyclohexanol as R1R2NH. Enantiomers of the 5-(2-chloro-5-trifluoromethyl-phenyl)-2-methyl-1-(−2-methyl-tetrahydro-furan-2-ylmethyl)-1H-pyrrole-3-carboxylic acid methyl ester were separated on ChiralPak AD (2% isopropanol/heptane) and the (+)-enantiomer was processed to Isomer II; MS (ISP) 499.4 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07563910B2 |
| Quelldatensatz | uspto-grants-2009_07 |
| ORD ID | ord-37ceadb9a46f4afaa1b7be2234a4bb55 |
| Quellennotiz | uspto-grants-2009_07 |