860994-58-7

Basic information

• Product Name: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[3,5-bis(trifluoroMethyl)phenyl]-Thiourea
• Synonyms: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[3,5-bis(trifluoroMethyl)phenyl]-Thiourea;N-[(1R,2R)-2-Aminocyclohexyl]-N'-[3,5- bis(trifluoromethyl)phenyl]thiourea,99%e.e.;N-[(1R,2R)-2-Aminocyclohexyl]-N'-[3,5-bis(trifluoromethyl)phenyl]thiourea, 98%, (99% ee)
• CAS NO: 860994-58-7
• Molecular Formula: C₁₅H₁₇F₆N₃S
• Molecular Weight: 385.3709992
• Mol File: 860994-58-7.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[3,5-bis(trifluoroMethyl)phenyl]-Thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[3,5-bis(trifluoroMethyl)phenyl]-Thiourea(860994-58-7)
• EPA Substance Registry System: N-[(1R,2R)-2-aMinocyclohexyl]-N'-[3,5-bis(trifluoroMethyl)phenyl]-Thiourea(860994-58-7)

Safety Data

• Hazardous Substances Data: 860994-58-7(Hazardous Substances Data)

Usage

General Description

N-[(1R,2R)-2-aMinocyclohexyl]-N'-[3,5-bis(trifluoroMethyl)phenyl]-Thiourea is a chemical compound composed of multiple elements including nitrogen, hydrogen, carbon, sulfur, and fluorine. This complex molecule features properties of both amines and thioureas, with the presence of a cyclohexyl group, a phenyl group, and numerous fluoromethyl groups. Thiourea is known for its role as a versatile ligand in inorganic chemistry, forming complexes with most transition metals. Nitrogen-fluorine compounds are uncommon due to the high energy barrier to breaking the strong N-F bond, making the trifluoromethyl group unusual. The chemical and biological properties or uses of this specific compound are not widely documented, hence, it's expected to specifically participate in some organic or inorganic reactions or could be a potential candidate for pharmacological studies.

Upstream product

• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 23165-29-9 3,5-bistrifluoromethylphenylisothiocyanate 
• 1614219-62-3 tert-butyl [(1R,2R)-2-{3-[3,5-bis(trifluoromethyl)phenyl]thioureido}cyclohexyl]carbamate 
• 1030603-66-7 tert-butyl (1R,2R)-2-isothio-cyanatocyclohexylcarbamate 
• 146504-07-6 tert-butyl ((1R,2R)-2-aminocyclohexyl)carbamate 
• 191480-63-4 (1R,2R)-1,2-diaminocyclohexane monohydrochloride 
• 1005-56-7 phenylcarbonochloridothioate 

Downstream Products

• 1155956-47-0 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-((E)-2-hydroxy-5-methoxybenzylideneamino)cyclohexyl)thiourea 
• 1155956-46-9 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-((E)-2-hydroxybenzylideneamino)cyclohexyl)thiourea 
• 1155956-51-6 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-((E)-2-methoxybenzylideneamino)cyclohexyl)thiourea 
• 620960-26-1 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea 

Relevant articles and documents

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The invention provides a novel synthesis method of oseltamivir. The synthesis method comprises the following steps: taking a compound (E)-2-(2-nitrovinyl) isoindoline-1,3-diketone and ethyl pyruvate as initial raw materials, and carrying out Michael addition reaction under the condition of catalysis of a thiourea catalyst to obtain a corresponding Michael addition product; then, subjecting the Michael addition product and (formyl methylene) triphenyl phosphine to a Wittig reaction and a Henry reaction in a pot so as to obtain a ring closing product; and forming an etherified product from the ring closing product and a trichloroacetonitrile intermediate, and performing reduction, acetylation and de-protection to obtain oseltamivir. The reaction route comprises six steps, raw materials used in each step of reaction are easy to obtain and not expensive, the operation is easy, the yield of each step of reaction is high, no heavy metal or azide is used in the whole synthesis process, and the method is green and safe and can be applied to industrial production.

Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation**

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Highly Acidic Conjugate-Base-Stabilized Carboxylic Acids Catalyze Enantioselective oxa-Pictet–Spengler Reactions with Ketals

Acyclic ketone-derived oxocarbenium ions are involved as intermediates in numerous reactions that provide valuable products, however, they have thus far eluded efforts aimed at asymmetric catalysis. We report that a readily accessible chiral carboxylic acid catalyst exerts control over asymmetric cyclizations of acyclic ketone-derived trisubstituted oxocarbenium ions, thereby providing access to highly enantioenriched dihydropyran products containing a tetrasubstituted stereogenic center. The high acidity of the carboxylic acid catalyst, which exceeds that of the well-known chiral phosphoric acid catalyst TRIP, is largely derived from stabilization of the carboxylate conjugate base through intramolecular anion-binding to a thiourea site.