388108-67-6

Basic information

• Product Name: 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester
• Synonyms: 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester
• CAS NO: 388108-67-6
• Molecular Weight: 374.48
• Mol File: 388108-67-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester(388108-67-6)
• EPA Substance Registry System: 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester(388108-67-6)

Safety Data

• Hazardous Substances Data: 388108-67-6(Hazardous Substances Data)

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 71233-25-5 ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate 
• 52763-21-0 ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 388108-70-1 ethyl (3R,4R)-1-(tert-butoxycarbonyl)-3-{[(1R)-1-phenylethyl]amino}piperidine-4-carboxylate 
• 1016259-54-3 ethyl 1-(tert-butoxycarbonyl)-3-{[1-phenylethyl]amino}piperidine-4-carboxylate 
• 1312762-41-6 (3R,4R)-1-(tert-butoxycarbonyl)-4-hydroxymethyl-3-{methyl[(1R)-1-phenylethyl]amino}piperidine 
• 1312762-42-7 (3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine 
• 1312762-43-8 (3R,4R)-4-methyl-3-(methyl-((R)-1-phenylethyl)amino)piperidine-1-carboxylic acid tert-butyl ester 
• 1312762-44-9 (3R,4R)-3-methylamino-4-methylpiperidine-1-carboxylic acid tert-butyl ester 
• 923956-58-5 C₂₁H₃₂N₂O₄ 
• 848591-74-2 3-((1R)-1-phenyl-ethylamino)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester 
• 923956-59-6 (3S,4S)-4-hydroxymethyl-3-[(1R)-1-phenyl-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester 
• 923956-66-5 (1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone 
• 923956-64-3 (1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester 
• 370881-96-2 (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester 
• 851526-80-2 (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester 
• 388101-50-6 C₃₀H₄₂FN₅O₄S 

Relevant articles and documents

A novel asymmetric synthesis of cis-(3R,4R)-N-(tert -butoxycarbonyl)-4- methyl-3-(methylamino)piperidine

cis-(3R,4R)-N-(tert-Butoxycarbonyl)-4-methyl-3-(methylamino)piperidine, a key intermediate for the synthesis of CP-690550 (a potent protein kinase inhibitor), is prepared via an asymmetric approach starting from ethyl 1-benzyl-3-oxopiperidine-4-carboxylat

Synthesis and structure-activity relationships of 3,8-diazabicyclo[4.2.0] octane ligands, potent nicotinic acetylcholine receptor agonists

A series of potent neuronal nicotinic acetylcholine receptor (nAChR) ligands based on a 3,8-diazabicyclo-[4.2.0]octane core have been synthesized and evaluated for affinity and agonist efficacy at the human high affinity nicotine recognition site (hα4β2) and in a rat model of persistent nociceptive pain (formalin model). Numerous analogs in this series exhibit picomolar affinity in radioligand binding assays and nanomolar agonist potency in functional assays, placing them among the most potent nAChR ligands known for the hα4β2 receptor. Several of the compounds reported in this study (i.e., 24, 25, 28, 30, 32, and 47) exhibit equivalent or greater affinity for the hα4β2 receptor relative to epibatidine, and like epibatidine, many exhibit robust analgesic efficacy in the rat formalin model of persistent pain.

Substituted diazabicycloalkane derivatives

Compounds of formula (I) [in-line-formulae]Z-Ar1—Ar2??(I) [/in-line-formulae] wherein Z is a diazabicyclic amine, Ar1 is a 5- or 6-membered aromatic ring, and Ar2 is selected from the group consisting of an unsubstituted or substituted 5- or 6-membered heteroaryl ring; unsubstituted or substituted bicyclic heteroaryl ring; 3,4-(methylenedioxy)phenyl; carbazolyl; tetrahydrocarbazolyl; naphthyl; and phenyl; wherein the phenyl is substituted with 0, 1, 2, or 3 substituents in the meta- or para-positions. The compounds are useful in treating conditions or disorders prevented by or ameliorated by α7 nAChR ligands. Also disclosed are pharmaceutical compositions comprising compounds of formula (I) and methods for using such compounds and compositions.