118811-03-3 Usage
Description
2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is a chemical compound with a complex structure that serves as a versatile reactant in the synthesis of various pharmaceutical agents. It is characterized by its ability to form esters and participate in multiple chemical reactions, making it a valuable component in the development of different drugs and therapeutic compounds.
Uses
Used in Pharmaceutical Industry:
2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is used as a reactant for the synthesis of various pharmaceutical agents due to its chemical reactivity and structural diversity. It plays a crucial role in the development of new drugs and therapeutic compounds.
Used in the Synthesis of Vasopressin 1b Receptor Antagonists:
In the pharmaceutical industry, 2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is used as a reactant for the synthesis of vasopressin 1b receptor antagonists. These antagonists are important for the treatment of various conditions, such as heart failure and kidney diseases, by blocking the vasopressin 1b receptor and modulating water balance in the body.
Used in the Synthesis of CXCR4 Antagonists as Anti-HIV Agents:
2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is also utilized in the synthesis of CXCR4 antagonists, which are essential in the development of anti-HIV drugs. CXCR4 antagonists work by blocking the CXCR4 receptor, which is a co-receptor for HIV entry into the host cells, thus preventing the virus from infecting the cells and spreading the infection.
Used in the Synthesis of Coumarin-based Inhibitors of Inducible Nitric Oxide Synthase:
2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is employed in the synthesis of coumarin-based inhibitors of inducible nitric oxide synthase (iNOS). These inhibitors are significant in the treatment of various inflammatory and cardiovascular diseases by regulating the production of nitric oxide, a molecule involved in the immune response and blood vessel dilation.
Used in the Synthesis of Selective Thrombin Inhibitors:
The compound is also used as a reactant for the synthesis of selective thrombin inhibitors. These inhibitors are vital in the treatment of thrombotic disorders, such as deep vein thrombosis and pulmonary embolism, by selectively targeting thrombin, a key enzyme in the blood clotting process.
Used in the Synthesis of Amino Alcohols via N-directed Hydroboration:
2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is utilized in the synthesis of amino alcohols through N-directed hydroboration. Amino alcohols are essential building blocks in the development of various pharmaceutical agents, including antibiotics, antifungals, and anticancer drugs.
Used in the Enantioselective Synthesis of Sedamine and Allosedamine:
2-(2-HYDROXY-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is also employed in the enantioselective synthesis of sedamine and allosedamine, which are important alkaloid compounds with potential applications in the pharmaceutical industry. Enantioselective synthesis allows for the production of specific enantiomers of these compounds, which can have different biological activities and therapeutic properties.
Check Digit Verification of cas no
The CAS Registry Mumber 118811-03-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,8,8,1 and 1 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 118811-03:
(8*1)+(7*1)+(6*8)+(5*8)+(4*1)+(3*1)+(2*0)+(1*3)=113
113 % 10 = 3
So 118811-03-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H22N2O3/c1-11(2,3)16-10(15)13-6-5-12-8-9(13)4-7-14/h9,12,14H,4-8H2,1-3H3
118811-03-3Relevant articles and documents
Formal synthesis of (±)-sedamine through gold(I)-catalyzed intramolecular dehydrative amination of sulfamate esters tethered to allylic alcohols
Park, Yunjeong,Ryu, Jae-Sang
, (2021)
A concise formal synthesis of (±)-sedamine has been accomplished. The synthesis is straightforward and demonstrates high efficiency. Key steps involve gold(I)-catalyzed cyclization of sulfamate esters tethered to allylic alcohols, sulfamate N-alkylation, and ring-closing metathesis.
Synthesis of Azocanes from Piperidines via an Azetidinium Intermediate
Leverenz, Malte,Masson, Guillaume,Pardo, Domingo Gomez,Cossy, Janine
supporting information, p. 16325 - 16328 (2021/10/25)
α-Trifluoromethyl azocanes are accessible from 2-(trifluoropropan-2-ol) piperidines by metal-free ring-expansion involving a bicyclic azetidinium intermediate. The opening of the azetidinium intermediate was achieved by various nucleophiles (amines, alcoholates, carboxylates, phosphonates, halides and pseudo-halides) with an excellent regio- diastereo- and enantioselectivity and in good yields. The relative configuration of the piperidines and azocanes were assigned and the deprotected azocanes offer opportunities for further derivatization.
Synthesis and SAR evaluation of novel thioridazine derivatives active against drug-resistant tuberculosis
Scalacci, Nicolò,Brown, Alistair K.,Pavan, Fernando R.,Ribeiro, Camila M.,Manetti, Fabrizio,Bhakta, Sanjib,Maitra, Arundhati,Smith, Darren L.,Petricci, Elena,Castagnolo, Daniele
, p. 147 - 158 (2016/12/30)
The neuroleptic drug thioridazine has been recently repositioned as possible anti-tubercular drug. Thioridazine showed anti-tubercular activity against drug resistant mycobacteria but it is endowed with adverse side effects. A small library of thioridazine derivatives has been designed through the replacement of the piperidine and phenothiazine moieties, with the aim to improve the anti-tubercular activity and to reduce the cytotoxic effects. Among the resulting compounds, the indole derivative 12e showed an antimycobacterial activity significantly better than thioridazine and a cytotoxicity 15-fold lower.
