188792-67-8

Basic information

• Product Name: 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID
• Synonyms: 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID;1,4-Piperidinedicarboxylic acid, 4-ethyl-, 1-(1,1-dimethylethyl) ester;1-(tert-butoxy-oxomethyl)-4-ethyl-4-piperidinecarboxylic acid;1-tert-butoxycarbonyl-4-ethyl-isonipecotic acid;4-ethyl-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-4-carboxylic acid;1-Boc-4-ethylpiperidine-4-carboxylic acid
• CAS NO: 188792-67-8
• Molecular Formula: C₁₃H₂₃NO₄
• Molecular Weight: 257.33
• Product Categories: Amino Acids and Derivatives;Heterocycles;API intermediates
• Mol File: 188792-67-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID(188792-67-8)
• EPA Substance Registry System: 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID(188792-67-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 188792-67-8(Hazardous Substances Data)

Usage

General Description

1-BOC-4-ethyl-4-piperidinecarboxylic acid is a chemical compound with the molecular formula C15H27NO4. It is a derivative of piperidinecarboxylic acid, containing a tert-butoxycarbonyl (BOC) protecting group at the N-terminus and an ethyl group attached to the piperidine ring. 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID is commonly used in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of other chemical compounds. It has been studied for its potential biological activities, including its role as a precursor in the synthesis of various drugs and as a ligand for metal-catalyzed reactions. 1-BOC-4-ethyl-4-piperidinecarboxylic acid is an important intermediate in organic chemistry and has various industrial applications.

Upstream product

• 142851-03-4 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1126-09-6 4-carbethoxypiperidine 
• 188792-70-3 ethyl 1-boc-4-ethyl-4-piperidine carboxylate 
• 124443-68-1 1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate 
• 578021-55-3 1-tert-butyl 4-methyl 4-ethylpiperidine-1,4-dicarboxylate 

Downstream Products

• 1227465-48-6 4-ethylpiperidine-4-carboxylic acid 
• 885523-41-1 1-boc-4-ethyl-4-formylpiperidine 
• 1428478-56-1 1-tert-butyl 4-ethyl 4-[2-(3-cyano-4-fluorophenyl)ethyl]piperidine-1,4-dicarboxylate 
• 872850-48-1 tert-butyl 4-isocyanato-4-methylpiperidine-1-carboxylate 
• 741687-07-0 tert-butyl 4-amino-4-ethylpiperidine-1-carboxylate 

Relevant articles and documents

Small molecule compound

The invention provides a small molecule compound. The small molecule compound is characterized in that the small molecule compound is a compound shown in a structural formula in the specification, ora stereoisomer, a geometric isomer, a tautomer, a racemate, a hydrate, a solvate, a metabolite, and a pharmaceutically acceptable salt or pro-drug thereof, wherein X1 and X2 are selected from carbon or nitrogen; Z is carbon or nitrogen; n1 is 0 and 1; n2 and n3 are the same or different, and are 0 or any natural numbers; a cyclic group represented by G is a saturated heterocyclic ring; any one orseveral hydrogen atoms on the saturated heterocyclic ring are substituted by R; and R is selected from hydrogen, halogen, alkyl, substituted alkyl, amino, amine group, substituted amine group, carboxyl, amido, substituted amido, ester group, substituted carbonyl, cycloalkyl, substituted cycloalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted sulfonyl, and substituted sulfoxide group. The small molecule compound of the invention can be used to treat, prevent and alleviate autoimmune diseases and/or immune-related inflammatory skin diseases.

Facile synthesis of 4-substituted-4-aminopiperidine derivatives, the key building block of piperazine-based CCR5 antagonists

4-Substituted-4-aminopiperidine is an interesting structural motif found in a number of bioactive compounds. An efficient and convenient method for the synthesis of 4-differently substituted-4-aminopiperidine derivatives was described, employing isonipecotate as a starting material and Curtius rearrangement as a key step. The alkylation of isonipecotate could introduce various substituents at the 4-position of the piperidine ring. With this key building block, we are able to efficiently synthesize piperazino-piperidine based CCR5 antagonist in a highly convergent manner free of using toxic reagents such as diethylaluminum cyanide. The concise synthesis of a potent bioavailable CCR5 antagonist as HIV-1 entry inhibitor, Sch-350634 (1) was accomplished in excellent yield using N′-Boc-4-methyl-4-aminopiperidine 5a as a smart building block. The new methodology provides a facile and practical access to the piperazino-piperidine amide analogs as HIV-1 entry inhibitors.