690481

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8a,9S)-6′-methoxy-9-cinchonanyl]thiourea

90%

• Synonyme(s) : 1-[3,5-Bis(trifluoromethyl)phenyl)-3-{(S)(6-methoxy-4-quinolinyl)-[(2S,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl]methyl}thiourea, epi-N-Quinidyl-N′-bis(3,5-trifluoromethyl)phenylthiourea
• Formule empirique (notation de Hill): C₂₉H₂₈F₆N₄OS
• Numéro CAS: 852913-16-7
• Poids moléculaire : 594.61
• Numéro MDL: MFCD16875670
• Code UNSPSC : 12352005
• ID de substance PubChem : 329761344
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: ≥89.0%; 90%
• Forme: lumps
• Groupe fonctionnel: amine; fluoro; thiourea
• Chaîne SMILES: COc1ccc2nccc([C@H](NC(=S)Nc3cc(cc(c3)C(F)(F)F)C(F)(F)F)C4CC5CCN4C[C@@H]5C=C)c2c1
• InChI: 1S/C29H28F6N4OS/c1-3-16-15-39-9-7-17(16)10-25(39)26(22-6-8-36-24-5-4-21(40-2)14-23(22)24)38-27(41)37-20-12-18(28(30,31)32)11-19(13-20)29(33,34)35/h3-6,8,11-14,16-17,25-26H,1,7,9-10,15H2,2H3,(H2,37,38,41)/t16-,17-,25-,26-/m0/s1
• Clé InChI: IQMKPBFOEWWDIQ-FRSFCCSCSA-N

Description

Application

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8a,9S)-6′-methoxy-9-cinchonanyl]thiourea is a bifunctional cinchona organocatalyst, which can be used to synthesize:

• Stereoselective diaryl(nitro)butanone via enantioselective Michael addition of nitromethane to chalcones.
• Enantioselective β-amino acids via asymmetric Mannich reaction of malonates with aryl and alkyl imines.
• The synthesis of 3-indolylmethanamines by the reaction of indoles with imines via asymmetric Friedel-Crafts reaction.
• The enantioselective conjugate addition of active methylene compounds to enones to obtain the corresponding addition products.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P264 - P270 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges