690600

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

≥90.0%

• Synonym(s): 1-[3,5-Bis(trifluoromethyl)phenyl)-3-{(R)(6-methoxy-4-quinolinyl)-[(2R,4S,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl]methyl}thiourea, epi-N-Quinidyl-N′-bis(3,5-trifluoromethyl)phenylthiourea
• Empirical Formula (Hill Notation): C₂₉H₂₈F₆N₄OS
• CAS Number: 852913-25-8
• Molecular Weight: 594.61
• MDL number: MFCD16621389
• PubChem Substance ID: 329761352

Properties

• Quality Level: 100
• Assay: ≥90.0% (HPLC); ≥90.0%
• form: lumps
• SMILES string: 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
• InChI key: IQMKPBFOEWWDIQ-ZRJNXXGPSA-N

Description

General description

The product is a cinchona-alkaloid-derived, bifunctional catalyst containing a thiourea group at position 9.

Application

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(9R)-6′-methoxy-9-cinchonanyl]thiourea may be used to catalyze the formation of optically active Mannich adducts from stable N-carbamate amido sulfones via enantioselective Mannich reaction.

Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional cinchona organocatalysts

Features and Benefits

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(9R)-6′-methoxy-9-cinchonanyl]thiourea as an organocatalyst has the following advantages over transition-metal catalysis:

• Lower toxicity
• Lower costs
• Air and moisture stability for simple reaction setup

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves