709492

(1S,4S,8S)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethylbicyclo[2.2.2]octa-2,5-dien

97%

• Synonym(e): (1S,4S,8S) Carreira DOLEFIN Ligand, (1S,4S,8S)-8-Methoxy-1,8-dimethyl-2-(2-methylpropyl)-5-(phenylmethyl)-bicyclo[2.2.2]octa-2,5-dien
• Empirische Formel (Hill-System): C₂₂H₃₀O
• CAS-Nummer: 862499-50-1
• Molekulargewicht: 310.47
• MDL-Nummer: MFCD09265063
• UNSPSC-Code: 12352112
• PubChem Substanz-ID: 329762875
• NACRES: NA.06

Eigenschaften

• Qualitätsniveau: 100
• Assay: 97%
• Form: liquid
• Optische Aktivität: [α]/D −84±5°, c = 0.5 in chloroform
• Eignung der Reaktion: reaction type: click chemistry
• Brechungsindex: n20/D 1.522
• Funktionelle Gruppe: ether; phenyl
• SMILES String: CO[C@@]1(C)C[C@@]2(C)C=C(Cc3ccccc3)[C@@H]1C=C2CC(C)C
• InChI: 1S/C22H30O/c1-16(2)11-19-13-20-18(12-17-9-7-6-8-10-17)14-21(19,3)15-22(20,4)23-5/h6-10,13-14,16,20H,11-12,15H2,1-5H3/t20-,21+,22-/m0/s1
• InChIKey: ACWLDJOHMGJACE-BDTNDASRSA-N

Beschreibung

Allgemeine Beschreibung

(1S,4S,8S)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethylbicyclo[2.2.2]octa-2,5-diene, an enantiopure diene ligand developed by Carreira, is most commonly used in asymmetric catalysis. It is generally prepared from commercially available (R)-carvone.

Anwendung

Carreira DOLEFIN Ligands

(1S,4S,8S)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethylbicyclo[2.2.2]octa-2,5-diene is mainly useful for the stereoselective synthesis of diarylmethine stereogenic centers.

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable