187679-58-9

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-
• CAS NO: 187679-58-9
• Molecular Formula: C16H24N2O2
• Molecular Weight: 276.379
• Mol File: 187679-58-9.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-(187679-58-9)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 3-amino-2-phenyl-, 1,1-dimethylethyl ester, (2S,3S)-(187679-58-9)

Safety Data

• Hazardous Substances Data: 187679-58-9(Hazardous Substances Data)

Usage

Chemical classification

Piperidinecarboxylic acid derivative

Usage

Pharmaceutical industry for drug synthesis

Stereochemistry

(2S,3S)configuration

Biological activity

Importance due to stereochemistry

Potential applications

Development of new drugs for various medical conditions

Medicinal chemistry promise

Ability to target specific biological pathways and receptors in the human body

Upstream product

• 187679-57-8 tert-butyl (2S,3S)-3-({[2-(methyloxy)phenyl]methyl}amino)-2-phenylpiperidinecarboxylate 
• 98-80-6 phenylboronic acid 
• 178918-29-1 furan-2-ylmethylcarbamic acid tert-butyl ester 
• 136982-36-0 (2S,3S)-3-(2-methoxybenzylamino)-2-phenylpiperidine 
• 250589-63-0 (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 136982-36-0 (2S,3S)-3-(2-methoxybenzylamino)-2-phenylpiperidine 
• 145742-28-5 (2S,3S)-3-(2-methoxy-5-trifluoromethoxybenzyl)-amino-2-phenylpiperidine 
• 187679-68-1 (2S,3S)-1-tert-butoxycarbonyl-3-(6-methoxy-1-methyl-2-oxo-1,2-dihydroquinolin-7-yl)methylamino-2-phenylpiperidine 
• 187679-89-6 (2S,3S)-1-tert-butoxycarbonyl-3-[(7-methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)methyl]amino-2-phenylpiperidine 
• 187679-77-2 (2S,3S)-1-tert-butoxycarbonyl-3-[[6-methoxy-1-(2,2,2-trifluoroethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl]methyl]amino-2-phenylpiperidine 
• 187679-71-6 (2S,3S)-1-tert-butoxycarbonyl-3-(1-isopropyl-6-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)methylamino-2-phenylpiperidine 
• 187679-74-9 (2S,3S)-1-tert-butoxycarbonyl-3-[(6-difluoromethoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl]amino-2-phenylpiperidine 
• 187679-80-7 (2S,3S)-1-tert-butoxycarbonyl-3-[[1-methyl-6-(2,2,2-trifluoroethoxy)-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl]methyl]amino-2-phenylpiperidine 
• 187679-83-0 (2S,3S)-1-tert-butoxycarbonyl-3-[(6-methoxy-1-methyl-2-thioxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl]amino-2-phenylpiperidine 
• 187679-86-3 (2S,3S)-1-tert-butoxycarbonyl-3-[(7-methoxy-1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzazepin-8-yl)methyl]amino-2-phenylpiperidine 
• 187679-93-2 (2S,3S)-1-tert-butoxycarbonyl-3-[(7-methoxy-1-methyl-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydroquinolin-6-yl)methyl]amino-2-phenylpiperidine 
• 187679-95-4 (2S,3S)-1-tert-butoxycarbonyl-3-[(6-methoxy-1-methyl-2-oxo-4H-3,1-benzoxazin-7-yl)methyl]amino-2-phenylpiperidine 
• 187679-98-7 (2S,3S)-1-tert-butoxycarbonyl-3-[(6-methoxy-1-methyl-2-oxo-4H-3,1-benzothiazin-7-yl)methyl]amino-2-phenylpiperidine 
• 187680-08-6 (2S,3S)-1-tert-butoxycarbonyl-3-[(7-methoxy-1-methyl-2-thioxo-1,2,3,4-tetrahydroquinolin-6-yl)methyl]amino-2-phenylpiperidine 

Relevant articles and documents

Synthesis of 2-Arylpiperidines via pd-catalyzed arylation of aza-Achmatowicz rearrangement products with arylboronic acids

The first Pd-catalyzed arylation of aza-Achmatowicz rearrangement products with arylboronic acids is achieved, providing versatile 2-Aryldihydropyridinones for facile synthesis of highly functionalized 2-Arylpiperidines. Key to this arylation is the use of non-phosphine-ligand palladium precatalyst. The substrate scope is demonstrated with >26 examples, and the utility of 2-Aryldihydropyridinones is illustrated by the synthesis of a small collection of 2-Arylpiperidines with substituents or functional groups at any carbon (C2-C6) as well as two NK1 receptor antagonists (+)-CP-999,94 and (+)-L-733,060.

Divergent syntheses of L-733, 060 and CP-122721 from functionalized pieridinones made by one-pot tandem cyclization

An efficient diastereoselective approach to access trans-5-hydroxy-6-substituted 2-piperidinones skeleton has been developed through one-pot intramolecular tandem process of O-benzyl protected aldimine 11 with Grignard reagents. The diastereoselectivity of substitution at C-6 position of 2-piperidinone was controlled by α-benzyloxy group. In addition, the utility of this straightforward cascade process is demonstrated by the asymmetric syntheses of (+)-L-733, 060 (2) and its 2-substituted analogue 3, as well as (+)-CP-122721 (5).

Concise asymmetric synthesis of (+)-CP-99,994 and (+)-l-733,060 via efficient construction of homochiral syn-1,2-diamines and syn-1,2-amino alcohols

(Chemical Equation Presented) An efficient asymmetric synthesis of human NK-1 SP receptor antagonists (+)-CP-99,994 and (+)-L-733,060 was achieved starting from a common chiral intermediate (5). Our route featured the SmI 2-induced reductive co