1088705-55-8

Basic information

• Product Name: 1-((1R,2R)-2-(benzylamino)cyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea
• Synonyms: 1-((1R,2R)-2-(benzylamino)cyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea
• CAS NO: 1088705-55-8
• Molecular Weight: 475.501
• Mol File: 1088705-55-8.mol

Chemical Properties

• CAS DataBase Reference: 1-((1R,2R)-2-(benzylamino)cyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((1R,2R)-2-(benzylamino)cyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea(1088705-55-8)
• EPA Substance Registry System: 1-((1R,2R)-2-(benzylamino)cyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea(1088705-55-8)

Safety Data

• Hazardous Substances Data: 1088705-55-8(Hazardous Substances Data)

Upstream product

• 860994-58-7 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Enantioselective, organocatalytic reduction of ketones using bifunctional thiourea-amine catalysts

Prochiral ketones are reduced to enantioenriched, secondary alcohols using catecholborane and a family of air-stable, bifunctional thiourea-amine organocatalysts. Asymmetric induction is proposed to arise from the in situ complexation between the borane and chiral thiourea-amine organocatalyst resulting in a stereochemically biased boronate-amine complex. The hydride in the complex is endowed with enhanced nucleophilicity while the thiourea concomitantly embraces and activates the carbonyl.

Chiral thiourea compounds and process for enantioselective reduction of ketones

Chiral thioureas are effective catalysts for the borane reduction of prochiral ketones to optically active alcohols. A prochiral ketone may be reduced to an optically active alcohol in the presence of a substantially sub-stoichiometric amount of chiral thiourea. The asymmetric thiourea compound of the present invention may be produced according to a production method described herein.

Discovery of bifunctional thiourea/secondary-amine organocatalysts for the highly stereoselective nitro-Mannich reaction of α-substituted nitroacetates

The readily accessible bifunctional thiourea/secondary-amine organocatalysts for the highly stereoselective Nitro-Mannich reaction of simple esters of α-substituted nitroacids and N-Boc imines were reported. The enantioselectivity of the isomer is found to increase and the N-H group plays a crucial role in the catalytic transition state other than acting as Bronsted base. Good enantioselectivity could be obtained catalyzed by urea-secondary amine and the enantiomeric excess (ee) value is found to decrease in the absence of 4A molecular sieves. In case of methyl 2-nitropropanoiate, excellent diastereo- and enantioselectivities are observed for aryl imines nearing diverse electron-withdrawing or donating substitutions. The nitro-Mannich products resulting from α-phenyl nitroacetate and N-Boc benzaldimine, are found to be labile at ambient temperature due to its crowded structure.