57050-07-4

Basic information

• Product Name: Pyridine, 2,3,4,5-tetrahydro-6-phenyl-
• Synonyms: 6-phenyl-2,3,4,5-tetrahydro-pyridine;Pyridine,2,3,4,5-tetrahydro-6-phenyl;6-Phenyl-2,3,4,5-tetrahydro-pyridin;2,3,4,5-tetrahydro-6-phenylpyridine;2-phenyl-3,4,5,6-tetrahydro-pyridine
• CAS NO: 57050-07-4
• Molecular Formula: C11H13N
• Molecular Weight: 159.231
• Mol File: 57050-07-4.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 140-150 °C(Press: 15 Torr)
• Density: 1.01±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Pyridine, 2,3,4,5-tetrahydro-6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2,3,4,5-tetrahydro-6-phenyl-(57050-07-4)
• EPA Substance Registry System: Pyridine, 2,3,4,5-tetrahydro-6-phenyl-(57050-07-4)

Safety Data

• Hazardous Substances Data: 57050-07-4(Hazardous Substances Data)

Upstream product

• 6280-87-1 δ-chlorovaleronitrile 
• 5414-21-1 5-bromopentan-1-nitrile 
• 226920-44-1 2-(5-oxo-5-phenylpentyl)isoindole-1,3-dione 
• 3553-93-3 1-(trimethylsilyl)piperidin-2-one 
• 100-58-3 phenylmagnesium bromide 
• 71-43-2 benzene 
• 1119-46-6 5-chloro-valeric acid 
• 1575-61-7 5-Chlorovaleroyl chloride 
• 17734-21-3 5-phenylpentylamine 
• 61157-70-8 3,4-dihydro-2H-pyridine-1-carboxaldehyde 
• 98-80-6 phenylboronic acid 
• 93-89-0 benzoic acid ethyl ester 
• 161564-43-8 2-oxopiperidone-1-carbaldehyde diethyl acetal 
• 948092-36-2 4,5,6,7-tetrahydro-3-phenyl-8H-1,2-oxazocin-8-one 

Downstream Products

• 176173-82-3 5,5-Dichloro-6-phenyl-2,3,4,5-tetrahydro-pyridine 
• 3466-80-6 2-phenylpiperidine 
• 101733-52-2 5-benzylidene-6-phenyl-2,3,4-trihydropyridine 
• 887361-05-9 2-phenyl-2-(pentafluoroethyl)piperidine 
• 1150238-68-8 diethyl(2-phenylpiperidin-2-yl)phosphonate 
• 1364780-88-0 C₁₆H₂₂LiNO₂ 
• 1364781-69-0 tert-butyl 2-butyl-2-phenylpiperidine-1-carboxylate 
• 1364781-74-7 tert-butyl 2-(methoxymethyl)-2-phenylpiperidine-1-carboxylate 
• 1364781-79-2 tert-butyl 2-(3-methylbut-2-enyl)-2-phenylpiperidine-1-carboxylate 
• 1364781-95-2 1-tert-butyl 2-methyl 2-phenylpiperidine-1,2-dicarboxylate 
• 1364782-99-9 (2S)-tert-butyl 2-methyl-2-phenylpiperidine-1-carboxylate 
• 1364783-04-9 C₁₂H₁₇N 
• 154874-89-2 tert-butyl 2-phenylipiperidine-1-carboxylate 

Relevant articles and documents

Erratum: Ruthenium-catalyzed C-H hydroxylation in aqueous acid enables selective functionalization of amine derivatives (Journal of the American Chemical Society (2017) 139:28 (9503-9506) DOI: 10.1021/jacs.7b05469)

Page 9504. The structure of product 3cc in Table 2 was found to be mis-assigned. We thank Prof. Phil Baran and Dr. Rafael Navratil for bringing this error to our attention. The correct structure contains an additional benzylic alcohol at the C-9 position of the steroid (3cc′, shown below). With the accompanying change in molecular weight, the isolated yield is 29%. Supporting Information. The incorrect structure and yield also appeared on pages S20 and S84 in the SI. Given this, the HRMS entry on page S20 should read as follows: “HRMS (ESI-TOF) m/z calcd for C19H18F3O5S+ (M-O+Na)+ 415.0822, found 415.0857”. The complete corrected SI is provided here.

H2 Activation by Non-Transition-Metal Systems: Hydrogenation of Aldimines and Ketimines with LiN(SiMe3)2

In recent years, H2 activation at non-transition-metal centers has met with increasing attention. Here, a system in which H2 is activated and transferred to aldimines and ketimines using substoichiometric amounts of lithium bis(trimethylsilyl)amide is reported. Notably, the reaction tolerates the presence of acidic protons in the α-position. Mechanistic investigations indicated that the reaction proceeds via a lithium hydride intermediate as the actual reductant.

Chemoenzymatic Synthesis of Substituted Azepanes by Sequential Biocatalytic Reduction and Organolithium-Mediated Rearrangement

Enantioenriched 2-aryl azepanes and 2-arylbenzazepines were generated biocatalytically by asymmetric reductive amination using imine reductases or by deracemization using monoamine oxidases. The amines were converted to the corresponding N′-aryl ureas, which rearranged on treatment with base with stereospecific transfer of the aryl substituent to the 2-position of the heterocycle via a configurationally stable benzyllithium intermediate. The products are previously inaccessible enantioenriched 2,2-disubstituted azepanes and benzazepines.