3466-82-8

Basic information

• Product Name: 2-PHENYL-AZEPANE
• Synonyms: Hexahydro-2-phenyl-1H-azepine;2-Phenylhexahydroazepine;2-Phenylperhydroazepine;2-phenylazacycloheptane;2-Phenyl-hexaMethyleniMine;1H-Azepine,hexahydro-2-phenyl-;2-PHENYL-AZEPANE
• CAS NO: 3466-82-8
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.27
• Product Categories: Aromatics;Heterocycles
• Mol File: 3466-82-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 277℃
• Flash Point: 123℃
• Appearance: /
• Density: 0.950
• Vapor Pressure: 0.00502mmHg at 25°C
• Refractive Index: 1.499
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-PHENYL-AZEPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-AZEPANE(3466-82-8)
• EPA Substance Registry System: 2-PHENYL-AZEPANE(3466-82-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 3466-82-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 3466-82-8 differently. You can refer to the following data:
1. 2-Phenylazepane can be used in the preparation of pyrrolylphenylsulfonates as dopamine D3 antagonists as well as in the preparation of substituted amidothiophene derivatives for use as 11-β-HSD1 inhibitors.
2. Can be used in the preparation of pyrrolylphenylsulfonates as dopamine D3 antagonists as well as in the preparation of substituted amidothiophene derivatives for use as 11-β-HSD1 inhibitors.

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 7627, 1993 DOI: 10.1021/jo00079a001Synthetic Communications, 25, p. 3789, 1995 DOI: 10.1080/00397919508011452

InChI:InChI=1/C12H16FN/c13-11-7-5-10(6-8-11)12-4-2-1-3-9-14-12/h5-8,12,14H,1-4,9H2

Upstream product

• 106412-36-6 tert-butyl 2-oxoazepane-1-carboxylate 
• 1542147-52-3 C₁₃H₁₅NO 
• 39510-50-4 6-amino-1-phenylhexan-1-one 
• 24740-68-9 7-chloro-2,3,4,5-tetrahydro-1H-azepine-1-carbaldehyde 
• 128372-99-6 (6-oxo-6-phenyl-hexyl)-carbamic acid tert-butyl ester 
• 105-60-2 caprolactam 
• 111-49-9 hexamethylene imine 
• 591-51-5 phenyllithium 
• 3338-00-9 2-phenyl-4,5,6,7-tetrahydro-3H-azepine 
• 80053-69-6 cyclohexanone oxime methanesulfonate 
• 87876-93-5 cyclohexanone O-(ethoxycarbonyl)oxime 

Downstream Products

• 3466-83-9 2-phenylazepane hydrochloride 
• 3338-00-9 2-phenyl-4,5,6,7-tetrahydro-3H-azepine 
• 39510-50-4 6-amino-1-phenylhexan-1-one 

Relevant articles and documents

Direct access to functionalized azepanes by cross-coupling with α-halo eneformamides

The synthesis of functionalized azepanes was accomplished through the palladium-mediated cross-coupling of α-halo eneformamides with mostly unactivated nucleophiles under mild conditions. Alkenylations proceeded with excellent stereoselectivitiy. In most

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.

A One-Pot Process for the Enantioselective Synthesis of Amines via Reductive Amination under Transfer Hydrogenation Conditions

(Equation presented) Cyclic amines may be prepared via a sequence of deprotection followed by intramolecular reductive amination of t-Boc-protected amino ketones under asymmetric transfer hydrogenation conditions. In cases where the corresponding imine reaction proceeds with high enantioselectivity, this is reflected in the one-step process.