5570-81-0 Usage
Chemical Class
Piperidine derivatives
A piperidine derivative is a chemical compound that is based on the piperidine ring, which is a six-membered heterocycle containing one oxygen atom and one nitrogen atom.
Molecular Structure
Tert-butyl group and chlorine atom attached to the piperidine ring
The tert-butyl group is a bulky, non-reactive alkyl group with the formula C(CH3)3, which provides steric hindrance and stability to the compound.
The chlorine atom is a halogen that can participate in various chemical reactions, such as nucleophilic substitution and electrophilic aromatic substitution.
Potential Applications
Pharmaceutical and agrochemical industries
In pharmaceuticals, 1-tert-butyl-4-chloro-piperidine can be used as a building block for the synthesis of various drug molecules, potentially leading to the development of new medications.
In agrochemicals, the compound may be used as a precursor for the synthesis of pesticides, herbicides, or other chemicals that help protect crops from pests and diseases.
Organic Synthesis
Use as a starting material or intermediate
1-tert-butyl-4-chloro-piperidine can be used in organic synthesis to create more complex molecules by reacting with other reagents, such as nucleophiles or electrophiles, to form new bonds and structures.
Biological Activity
Potential for various biological effects
The compound may exhibit biological activity, which could be useful in the development of drugs or other biologically active molecules. The specific activity would depend on the target organism and the context in which the compound is used.
Property Variation
Dependence on specific application and context
The exact properties and uses of 1-tert-butyl-4-chloro-piperidine may change depending on the specific application, such as the type of reaction, the desired product, or the target organism. This means that the compound's properties and potential uses are not fixed but can be tailored to specific needs.
Check Digit Verification of cas no
The CAS Registry Mumber 5570-81-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,7 and 0 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5570-81:
(6*5)+(5*5)+(4*7)+(3*0)+(2*8)+(1*1)=100
100 % 10 = 0
So 5570-81-0 is a valid CAS Registry Number.
5570-81-0Relevant articles and documents
Synthesis of a naphthyridone p38 MAP kinase inhibitor
Chung, John Y. L.,Cvetovich, Raymond J.,McLaughlin, Mark,Amato, Joseph,Tsay, Fuh-Rong,Jensen, Mark,Weissman, Steve,Zewge, Daniel
, p. 8602 - 8609 (2007/10/03)
Compound 1 is a p38 MAP kinase inhibitor potentially useful for the treatment of rheumatoid arthritis and psoriasis. A novel six-step synthesis suitable for large-scale preparation was developed in support of a drug development program at Merck Research Laboratories. The key steps include a tandem Heck-lactamization, N-oxidation, and a highly chemoselective Grignard addition of 4-(N-tert-butylpiperidinyl)-magnesium chloride to a naphthyridone N-oxide. The N-oxide exerted complete chemoselectivity via chelation in directing the Grignard addition to the α position as opposed to 1,4-addition on the enelactam. The dihydropyridyl adduct was in situ aromatized with isobutylchloroformate followed by heating in pyridine. Syntheses of Grignard precursor, N-tert-butyl-4-chloro-piperidine, were accomplished via transamination with a quaternary ammonium piperidone or via addition of methylmagnesium chloride to an iminium ion. Utilizing this chemistry, multi-kilogram preparation of compound 1 was successfully demonstrated. American Chemical Society.
Synthesis of 1-tert-butyl-4-chloropiperidine: Generation of an N-tert-butyl group by the reaction of a dimethyliminium salt with methylmagnesium chloride
Amato, Joseph S.,Chung, John Y. L.,Cvetovich, Raymond J.,Gong, Xiaoyi,McLaughlin, Mark,Reamer, Robert A.
, p. 1930 - 1933 (2007/10/03)
(Chemical Equation Presented) Two efficient routes to 1-tert-butyl-4- chloropiperidine are described. In the first route, the key thionyl chloride mediated chlorination reaction features the use of tetrabutyl-ammonium chloride as an additive that effectively suppresses the formation of an elimination-derived side product. In the second route, a novel alternative synthesis of 1-tert-butyl-4-chloropiperidine was developed in which the tertiary butyl group on the nitrogen is efficiently generated through the addition of methylmagnesium chloride to a dimethyliminium salt in 71% overall yield.
