16771-89-4

Basic information

• Product Name: 8-PHENETHYL-1,4-DIOXA-8-AZA-SPIRO[4.5]DECANE
• Synonyms: 8-PHENETHYL-1,4-DIOXA-8-AZA-SPIRO[4.5]DECANE
• CAS NO: 16771-89-4
• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.33274
• Mol File: 16771-89-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 357.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• PKA: 10.07±0.20(Predicted)
• CAS DataBase Reference: 8-PHENETHYL-1,4-DIOXA-8-AZA-SPIRO[4.5]DECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-PHENETHYL-1,4-DIOXA-8-AZA-SPIRO[4.5]DECANE(16771-89-4)
• EPA Substance Registry System: 8-PHENETHYL-1,4-DIOXA-8-AZA-SPIRO[4.5]DECANE(16771-89-4)

Safety Data

• Hazardous Substances Data: 16771-89-4(Hazardous Substances Data)

Upstream product

• 177-11-7 4,4-ethylenedioxy-piperidine 
• 103-63-9 1-phenyl-2-bromoethane 
• 100-42-5 styrene 

Downstream Products

• 174643-62-0 1-(3-phenylethyl)-4-<(ethoxycarbonyl)methylene>piperidine 
• 174643-63-1 1-(3-phenylethyl)-4-(2-hydroxyethyl)piperidine 
• 39742-60-4 1-(2-phenylethyl)-4-piperidinone 

Relevant articles and documents

RUTHENIUM-CATALYZED HYDROAMINATION OF OLEFINS

Applicants have unexpectedly discovered that catalysts made from a ruthenium catalyst precursor or preformed ruthenium catalysts as otherwise described in the present specification are capable of effecting the addition of a N-H bond across an olefin C=C (olefinic) bond of a substrate with a high degree of regioselectivity and enantioselectivity in high yield. These addition reactions proceed in an anti-Markovnikov or Markovnikov fashion depending upon the catalyst precursor used to generate the ruthenium catalyst which actually participates in the addition reaction. The present invention relates to methods of adding N-H bonds across an olefinic bond in a substrate, using a ruthenium catalyst precursor or catalyst I comprising a compound according to the general structure I: Formula (I) where Ru is a ruthenium atom; L1 represents one or more coordinated ancillary ligands, which may be all the same ligand or which may be a combination of different ligands, each of which may be neutral or formally charged, and each of which may be monodentate and coordinated to ruthenium through a single atom or which may be linked or chelated and bound through more than one atom; L2 represents one or more formally charged ligands which are the same or different and which are optionally susceptible to removal with a strong acid; and x is 0-6, preferably 1, y is 0-6, preferably 2 and n is 1-4, preferably 1.

Structure-activity relationship studies of novel 4-[2-[bis(4- fluorophenyl)methoxy]ethyl]-1-(3-phenylpropyl)piperidine analogs: Synthesis and biological evaluation at the dopamine and serotonin transporter sites

Several analogs of the potent dopamine (DA) transporter ligand 4-[2- [bis(4-fluorophenyl)-methoxy]ethyl]-1-(3-phenylpropyl)piperidine, 1b, were made and biologically evaluated for their binding at the DA and serotonin (5HT) transporters in rat striatal membranes. Different alkyl chain lengths and substitutions were introduced in these molecules to generate an optimum activity and selectivity for the DA transporter. In general, unsubstituted and fluoro-substituted compounds were the most active and selective for the DA transporter. The compound 4-[2(diphenylmethoxy)ethyl]-1-benzylpiperidine, 9a, showed high potency and was the most selective for the DA transporter (5HT/DA = 49) in this series of compounds. Some of these novel analogs were found to be more selective in binding at the DA transporter than the original GBR 12909 molecule, 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3- phenylpropyl)piperidine.