382637-43-6

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 3-[(4-fluorophenyl)methylene]-, 1,1-dimethylethyl ester
• CAS NO: 382637-43-6
• Molecular Formula: C17H22FNO2
• Molecular Weight: 291.366
• Mol File: 382637-43-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 3-[(4-fluorophenyl)methylene]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 3-[(4-fluorophenyl)methylene]-, 1,1-dimethylethyl ester(382637-43-6)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 3-[(4-fluorophenyl)methylene]-, 1,1-dimethylethyl ester(382637-43-6)

Safety Data

• Hazardous Substances Data: 382637-43-6(Hazardous Substances Data)

Upstream product

• 51044-11-2 (4-fluorobenzyl)(triphenyl)phosphonium bromide 
• 98977-36-7 3-oxo-piperidine-1-carboxylic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2376764-47-3 tert-butyl 3-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)piperidin-1-carboxylate 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 50717-82-3 piperidin-3-one 
• 50606-58-1 N-benzyl-3-piperidinone hydrochloride 
• 85275-45-2 N-tert-butoxycarbonyl-3-piperidinol 

Downstream Products

• 745822-33-7 (R)-3-(4-Fluoro-benzyl)-piperidine; hydrochloride 
• 745822-33-7 (S)-3-(4-Fluoro-benzyl)-piperidine; hydrochloride 
• 745822-33-7 3-(4-fluoro-benzyl)-piperidine; hydrochloride 
• 745817-84-9 {3-[3-(4-fluoro-benzyl)-piperidin-1-yl]-propyl}-carbamic acid tert-butyl ester 
• 745817-85-0 {3-[3-(4-fluoro-benzyl)-piperidin-1-yl]-propyl}-carbamic acid tert-butyl ester 
• 745817-78-1 {3-[3-(4-fluoro-benzyl)-piperidin-1-yl]-propyl}-carbamic acid tert-butyl ester 
• 382637-47-0 3-(4-fluorobenzyl)-piperidine 
• 275815-80-0 (S)-3-(4-fluorobenzyl)-piperidine 

Relevant articles and documents

Efficient preparation of (3S)-3-(4-fluorobenzyl)piperidinium mandelate

Methods for the preparation of (3S)-3-(4-fluorobenzyl)piperidine (2) and its mandelate salt (9) are described. The first generation synthesis started from 3-benzylpiperidone, and required Boc protection of the nitrogen for efficient separation of the enantiomers using chromatography on a chiral stationary phase. Subsequently, a resolution method using (R)-mandelic acid, produced high %ee salt 9 after recrystallization and eliminated the need for Boc protection. The third generation route, starting from pyridine-3- carboxaldehyde, led to a streamlined synthesis of racemate 2 and was optimized for producing multi-hundred gram quantities of the chiral salt.

O-GLYCOPROTEIN-2-ACETAMIDO-2-DEOXY-3-D-GLYCOPYRANOSIDASE INHIBITORS

Described herein are compounds represented by formula (I") or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising the same and methods of preparing and using the same. The variables Ar, Ra, Rb, m, n, Y

Discovery of N-propylurea 3-benzylpiperidines as selective CC chemokine receptor-3 (CCR3) antagonists

The discovery of novel and selective small molecule antagonists of the CC Chemokine Receptor-3 (CCR3) is presented. Simple conversion from a 4- to 3-benzylpiperidine gave improved selectivity for CCR3 over the serotonin 5HT2A receptor. Chiral resolution and exploration of mono- and disubstitution of the N-propylurea resulted in several 3-benzylpiperidine N-propylureas with CCR3 binding IC50s under 5 nM. Data from in vitro calcium mobilization and chemotaxis assays for these compounds ranged from high picomolar to low nanomolar EC50s and correlated well with antagonist binding IC50s.