779303-24-1

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-Amino-1,1,1-trifluoropropane is used as a building block for the synthesis of pharmaceuticals, due to its unique fluorinated structure and chiral amine properties.
Used in Agrochemical Industry:
(R)-2-Amino-1,1,1-trifluoropropane is used as a building block for the synthesis of agrochemicals, due to its unique fluorinated structure and chiral amine properties.
Used in Asymmetric Catalysis:
(R)-2-Amino-1,1,1-trifluoropropane is used as a ligand in asymmetric catalysis, due to its unique fluorinated structure and chiral amine properties.
Used as a Precursor for Fluorinated Compounds:
(R)-2-Amino-1,1,1-trifluoropropane is used as a precursor for the synthesis of fluorinated compounds, due to its unique fluorinated structure and chiral amine properties.
Used in Research and Development:
(R)-2-Amino-1,1,1-trifluoropropane is used in the field of fluorine chemistry for further research and development, due to its unique fluorinated structure and chiral amine properties.

Upstream product

• 431-40-3 1,1,1-trifluoro-propanone-oxime 
• 34226-10-3 1,1,1-trifluoropropanone oxime 
• 302-72-7 rac-Ala-OH 
• 917-64-6 methyl magnesium iodide 
• 353-85-5 trifluoroacetonitrile 
• 421-49-8 2,2,2-Trifluoro-1-methylethanamine 
• 108-21-4 Isopropyl acetate 
• 210700-26-8 C₁₁H₁₂F₃N 
• 58219-97-9 1,1,1-trifluoropropan-2-yl 4-methylbenzenesulfonate 
• 119561-23-8 N-1,1,1-trifluoropropan-2-ylidene-1-phenylmethanamine 
• 119561-24-9 N-benzylidene(1,1,1-trifluoroisopropyl)amine 

Downstream Products

• 125278-10-6 (S)-1,1,1-trifluoropropan-2-amine 
• 1589570-32-0 (R)-N-(1,1,1-trifluoropropan-2-yl)acetamide 
• 1589602-07-2 (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 
• 1470018-52-0 (R)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 
• 1589602-09-4 (R)-1-(3-fluoro-4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 
• 1589602-11-8 (S)-1-(3-fluoro-4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 
• 1589602-10-7 (R)-1-(3-fluoro-4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 

Relevant academic research and scientific papers

Preparation method of 1, 1, 1-trifluoroisopropylamine

The invention discloses a preparation method of 1, 1, 1-trifluoroisopropylamine, which comprises the following steps: (1) reacting 1, 1, 1-trifluoroisopropanol serving as a raw material with a sulfonyl chloride compound under the action of organic alkali to obtain a 1, 1, 1-trifluoroisopropyl sulfonate compound; (2) carrying out amination reaction on the 1, 1, 1-trifluoroisopropyl sulfonate compound and ammonia gas in a polar aprotic solvent; and (3) rectifying the reaction liquid to obtain the 1, 1, 1-trifluoroisopropylamine. The method has the advantages of easily available raw materials, mild conditions, high yield and the like, and is suitable for industrial large-scale production.

Economical and practical strategies for synthesis of α-trifluoromethylated amines

A powerful approach to synthesize α-trifluoromethylated amines has been developed. The method is operationally simple, broad in substrate scope and amenable to scale-up using trifluoroacetic anhydride. Meanwhile, the strategy not only provided a versatile approach to synthesize α-trifluoromethylated amines but also provides a new method for exploring the new reactivity of trifluoroacetic anhydride.

Chemoenzymatic dynamic kinetic resolution of α-trifluoromethylated amines: Influence of substitutions on the reversed stereoselectivity

Enzymatic resolution of α-trifluoromethylated amines via kinetic resolution (KR), dynamic kinetic resolution (DKR) employing CALB-Pd/Al 2O3, and a one-pot sequential process of KR/DKR/KR was investigated comparatively for the first time. Although CALB-catalyzed KR of α-trifluoromethylated amines with substituents of methyl (1a), isopropyl (1c), phenyl (1d) and benzyl group (1e) can provide good stereoselectivity factors E from 31 to >200 respectively, DKR and sequential process of KR/DKR/KR possess better practical application potential because of the higher conversion (62%-84%) and the similar enantiomeric excesses (90%-99%). The enantiopreference and inversion for the α-trifluoromethylated amines displayed by CALB were observed and explained by docking modes. Namely, for 1,1,1-trifluoro-2-propylamine (1a), the product amide with R-configuration was obtained, and the enantiopreference was converted to S for the amines (1b-1e) with substituents larger than methyl group. The catalysts recycle, and scale-up experiments were demonstrated successfully. All these results indicated the high efficiency and green feature of this enzymatic process, and its application significance.

Discovery of novel HCV inhibitors: Synthesis and biological activity of 6-(indol-2-yl)pyridine-3-sulfonamides targeting hepatitis C virus NS4B

A novel series of 6-(indol-2-yl)pyridine-3-sulfonamides was prepared and evaluated for their ability to inhibit HCV RNA replication in the HCV replicon cell culture assay. Preliminary optimization of this series furnished compounds with low nanomolar potency against the HCV genotype 1b replicon. Among these, compound 8c has identified as a potent HCV replicon inhibitor (EC50 = 4 nM) with a selectivity index with respect to cellular GAPDH of more than 2500. Further, compound 8c had a good pharmacokinetic profile in rats with an IV half-life of 6 h and oral bioavailability (F) of 62%. Selection of HCV replicon resistance identified an amino acid substitution in HCV NS4B that confers resistance to these compounds. These compounds hold promise as a new chemotype with anti-HCV activity mediated through an underexploited viral target.

Biomimetic reductive amination under the continuous-flow reaction conditions

This study present a full account of continuous-flow reaction conditions for biomimetic reductive amination of fluorinated carbonyl compounds to corresponding amines and amino acids of biomedical importance. We demonstrate that simple silica-adsorbed DBU can be used as efficient catalysts for on-column 1,3-proton shift reaction, a key transformation in the biomimetic reductive amination process. This new on-column process features operationally convenient conditions, higher chemical yields, enantioselectivity and purity of the corresponding products as compared with traditional in-flask reactions. Moreover the removal of base-catalyst, the most delicate problem of the in-flask reactions, is not an issue in the on-column process, as the silica-adsorbed DBU or polymer-bound guanidine remains on the column and can be reused. This feature renders the overall process substantially more economical and synthetically efficient, in particular, for large-scale synthesis of the corresponding fluorinated amines and amino acids target.

ANTIVIRAL 4-AMINOCARBONYLAMINO-SUBSTITUTED IMIDAZOLE COMPOUND

The invention relates to the substituted imidazoles of formula (I) and to methods for producing the same, to their use in the treatment and/or prophylaxis of diseases and to their use for producing drugs for use in the treatment and/or prophylaxis of diseases, especially for use as antiviral agents, especially against cytomegaloviruses.

Process for preparing a 1,1,1-trifluoro-2-aminoalkane

The invention relates to a process for the preparation of a 1,1,1-trifluoro-2-aminoalkane of formula I STR1 wherein R1 represents an optionally substituted alkyl group; which comprises heating a mixture consisting essentially of a compound of formula II STR2 wherein R1 has the meaning given, and R2 represents an optionally substituted aryl group, a primary amine, and optionally a base and/or an inert diluent, whereby the compound of formula I is removed by distillation during the heating procedure.

Process for preparing a 1,1,1-trifluoro-2-aminoalkane

The invention relates to a process for the preparation of a 1,1,1-trifluoro-2-aminoalkane of formula I whereinR1 represents an optionally substituted alkyl group; which comprisesheating a mixture consisting essentially of a compound of formula II whereinR1 has the meaning given, andR2 represents an optionally substituted aryl group,a primary amine, and optionally a base and/or an inert diluent, whereby the compound of formula I is removed by distillation during the heating procedure.

Fungicidal trifluoromethylalkylamino-triazolopyrimidines

An improved process for the preparation of (S)-1,1,1-trifluoroalkyl-2-amines of formula IIIA, STR1 where R1 is a C1-6 alkyl group, from the corresponding racemic mixture, which process includes treating 1 part by mole of the racemic mixture with approximately 0.3 to 0.7 part by mole of D-(-)-tartaric acid in the presence of an inert solvent.

Synthesis of α-nitroalkyl and α-perfluoroalkylamines by reduction with a system NaBH4-CH3COOH of condensation products of perfluoroalkylnitriles with carbanions

Synthesis of α-perflouroalkylamines giving yields within the range 14-78% was developed. The method consisted in condensation of nitriles of the perfluorocarboxylic acids with carbonions (sodium salts of nitromethane and nitroethane, methylmagnesium iodide) followed by reduction of the reaction products with the system NaBH4-CH3COOH. Reduction of ethyl 3-amino-4,4,4-trifluoro-2-cyano-2-butenoate under similar conditions afforded a product of reductive deamination, ethyl 4,4,4-trifluoro2-cyanobutanoate.