128238-44-8

Basic information

• Product Name: 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL
• Synonyms: 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL;N-TRIFLUOROACETYL-5-AMINO-1-PENTANOL;N-(5-HYDROXYPENTYL)TRIFLUOROACETAMIDE;TFA-NH-(CH2)5-OH;TFA-APE(5)-OL;5-(trifluoroacetamido)-1-pentanol
• CAS NO: 128238-44-8
• Molecular Formula: C₇H₁₂F₃NO₂
• Molecular Weight: 199.17
• Mol File: 128238-44-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 273 °C at 760 mmHg
• Flash Point: 109 °C
• Appearance: /
• Density: 1.248 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.000758mmHg at 25°C
• Refractive Index: n20/D 1.420
• BRN: 6644762
• CAS DataBase Reference: 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL(128238-44-8)
• EPA Substance Registry System: 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL(128238-44-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 128238-44-8(Hazardous Substances Data)

Usage

Description

5-(TRIFLUOROACETYLAMINO)-1-PENTANOL is a chemical compound that features a pentanol group and a trifluoroacetylamino group. It is recognized for its versatility in undergoing a variety of chemical reactions, which makes it a valuable intermediate in organic synthesis. Its solubility in organic solvents and its wide-ranging applications in the chemical and pharmaceutical industries highlight its importance as a starting material for the synthesis of pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
5-(TRIFLUOROACETYLAMINO)-1-PENTANOL is used as a starting material for the synthesis of various pharmaceuticals due to its ability to participate in multiple chemical reactions, facilitating the creation of diverse medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL serves as a key component in the production of agrochemicals, leveraging its reactivity to form compounds that can be used in agricultural applications.
Used as a Reagent in Organic Synthesis:
5-(TRIFLUOROACETYLAMINO)-1-PENTANOL is utilized as a reagent in the production of esters and amides, contributing to the formation of essential organic compounds used across different industries.
Used in the Preparation of Chiral Chemicals:
It is employed in the preparation of chiral chemicals, which are crucial in various chemical processes and have specific applications in the synthesis of enantiomerically pure compounds.
Overall, 5-(TRIFLUOROACETYLAMINO)-1-PENTANOL's role as a versatile intermediate and reagent underscores its significance in the development and production of a broad spectrum of chemical and pharmaceutical products.

InChI:InChI=1/C7H12F3NO2/c8-7(9,10)6(13)11-4-2-1-3-5-12/h12H,1-5H2,(H,11,13)

Upstream product

• 2508-29-4 5-hydroxypentylamine 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 383-63-1 ethyl trifluoroacetate, 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 2740-00-3 indolizidin-3-one 
• 229343-97-9 3'-azido-3'-deoxy-5'-O-[(bis-benzyloxyphosphorylmethyl)benzyloxyphosphoryl]-N³-{1-[5-(2,2,2-trifluoro-acetylamino)pentyl]}thymidine 
• 229343-96-8 3'-azido-3'-deoxy-5'-O-(bis-benzyloxy-phosphoryl)-N³-{1-[5-(2,2,2-trifluoro-acetylamino)pentyl]}thymidine 
• 174571-56-3 3'-azido-3'deoxy-5'-O{[(bis-benzyloxyphosphorylmethyl)benzyloxyphosphorylmethyl]benzyloxyphosphoryl}-N³-{1-[5-(2,2,2-trifluoroacetylamino)pentyl]}thymidine 
• 264619-14-9 3,8-Diamino-5-(5-aminopentyl)-6-phenylphenanthridinium bromide hydrobromide salt 
• 623156-48-9 Hoechst 33258 
• 174571-54-1 3'-azido-3'-deoxy-5'-O-(4-methoxybenzoyl)-N³-{1-[5-(2,2,2,-trifluoroacetylamino)pentyl]}thymidine 
• 164026-06-6 2,2,2-Trifluoro-N-(5-hydroxy-pentyl)-N-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl)-acetamide 

Relevant articles and documents

Chemoenzymatic synthesis of artificial glycopolypeptides containing multivalent sialyloligosaccharides with a γ-polyglutamic acid backbone and their effect on inhibition of infection by influenza viruses

Highly water-soluble, artificial glycopolypeptides with a γ-polyglutamic acid (γ-PGA) backbone derived from Bacillus subtilis sp. and multivalent sialyloligosaccharide units have been chemoenzymatically synthesized as potential polymeric inhibitors of infection by bird and human influenza viruses. 5-Trifluoroacetamidopentyl β-N-acetyllactosaminide and 5-trifluoroacetamidopentyl β-lactoside were enzymatically synthesized from LacNAc and lactose, respectively, by cellulase-mediated condensation with 5-trifluoroacetamido-1-pentanol. After deacetylation, the resulting 5-aminopentyl β-LacNAc and β-lactoside glycosides were coupled to the α-carboxyl groups of the γ-PGA side chains. The artificial glycopolypeptides carrying LacNAc and lactose were further converted to Neu5Acα2-(3/6)Galβ1-4Glcβ and Neu5Acα2-(3/6)Galβ1-4GlcNAcβ sialyloligosaccharide units by α2,3- and α2,6-sialyltransferase, respectively. The interaction of these glycopolypeptides with various influenza virus strains has been investigated by three different methods. Glycopolypeptides carrying Neu5Acα2,6LacNAc inhibited hemagglutination mediated by influenza A and B viruses, and their relative binding affinities for hemagglutinin were 102- to 104-fold higher than that of the naturally occurring fetuin control. A glycopolypeptide carrying Neu5Acα2,6LacNAc inhibited infection by A/Memphis/1/71 (H3N2) 93 times more strongly than fetuin, as assessed by cytopathic effects on virus-infected MDCK cells. The avian virus [A/duck/Hong kong/4/78 (H5N3)] bound strongly to Neu5Acα2,3LacNAc/Lac-carrying glycopolypeptides, whereas the human virus [A/Memphis/1/71 (H3N2)] bound to Neu5Acα2,6LacNAc in preference to Neu5Acα2,6Lac. Taken together, these results indicate that the binding of viruses to terminal sialic acids is markedly affected by the structure of the asialo portion, in this case either LacNAc or lactose, in the sugar chain of glycopolypeptides.

Rapid Synthesis of Bicyclic N-Heterocyclic Cores from N-Terminal α,β-Unsaturated Diazoketones

A method for the synthesis of bicyclic N-heterocyclic cores from N-terminal α,β-unsaturated diazoketones has been developed. The transformation involves three sequential steps that include N-deprotection, an intramolecular aza-Michael, and a photochemical Wolff rearrangement as a one-pot protocol. By using this strategy, a series of substituted bicyclic N-heterocycles, particularly, indolizidines and pyrrolizidines, were synthesize in good yields.

METHOD FOR DETERMINATION OF RECOGNITION SPECIFICITY OF VIRUS FOR RECEPTOR SUGAR CHAIN

A method is provided in which the recognition specificity of a virus for a receptor sugar chain can be easily determined with a simple instrument or apparatus. This method for determining the recognition specificity of a virus for a receptor sugar chain or for determining the change in a host infected in accordance with the mutation of virus includes the steps of bringing a sample of the virus into contact with a support having a polymer with sialo-oligosaccharide immobilized on the surface thereof; and assaying the degree of binding therein to determine the recognition specificity of the virus for the receptor sugar chain and to determine the change in a host range. The method is suitable for the surveillance of a virus.