HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 971371Erstellt: 25. Oktober 2026
Tri-o-tolylphosphine → 4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/971371
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | 1-Benzyl-3-bromobenzene | HCID 597532 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Edukt | (S)-1-Boc-3-isopropylpiperazine | HCID 24820348 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dichloromethane methanol | HCID 21226129 | — |
| Produkt | 4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 69129869 | 22,71% |
Reaktionsschritte
17.9 mg (19.55 μmol, 0.044 eq.) Pd2(dba)3 and 5.9 mg (19.38 μmol, 0.044 eq.) P(o-tolyl)3 were dissolved in 6 ml dry toluene. Then 58.9 mg (610 μmol, 1.39 eq.) NaOt-Bu was added, followed by a solution of 101 mg (442 μmol) 3-(S)-Isopropyl-piperazine-1-carboxylic acid tert-butyl ester (85) and 110 mg (445 μmol, 1.01 eq.) 1-Benzyl-3-bromo-benzene (87). The resulting mixture was heated at 100° C. for 19 h. After filtrating the reaction mixture through celite the solvent was evaporated. Column chromatography (hexanes/EtOAc (3+1)) yielded 39.6 mg (100 μmol, 22.71%) 4-(3′-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester (88).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07312246B2 |
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| Quelldatensatz | uspto-grants-2007_12 |
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| ORD ID | ord-b3aa74f75dd149ac9eceba8865b55e14 |
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| Quellennotiz | uspto-grants-2007_12 |
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