Phenyl octane

Triethylamine Diethylomine Methyl tert-Butyl Ketone n-Octane Phenyl Acetate Benzene... 

R=aryl) phenyl, c-butane, bis-c-octane phenyl-peptide quinone 1 S... 

Abbreviations Aik, alkyl AN, acetonitrile Ar, aryl Bu, butyl cod, 1,5-cyclooctadiene Cp, cy-clopentadienyl Cp , pentamethylcyclopentadienyl Cy, cyclohexyl dppm, diphenylphosphinome-thane dpme, Ph2PC2H4PMe2 Et, ethyl fod, 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octane-dionate HOMO, highest occupied molecular orbital LUMO, lowest unoccupied molecular orbital Me, methyl MO, molecular orbital nbd, norbornadiene Nuc, nucleophile OTf, triflate Ph, phenyl Pr, propyl py, pyridine THE, tetrahydrofuran TMEDA V,V,M,M-tetramethylethylenediamine. 

Chemical Name [3(S)-endo] -8-[(4-butoxyphenyl)methyl] -3-(3-hydroxy-1-oxo-2-phenyl-propoxy)-8-methyl-8-azoniabicyclo[3.2.1 ] octane bromide... 

Similarly, heating ethyl 2-diazo-4,4-diphenylbut-3-enoate (7) in octane at 110°C for one hour gives ethyl 5-phenyl-3//-l,2-benzodiazepine-3-carboxylate (8, 70%), an oil, which can be purified by chromatography.116... 

R,5R)-2-tert-butyl-5-[(R)-hydroxy( phenyl)minhyl -3-oxa-7-thia-t-a abkydo 3.3.0 octan-4-(me yield ca. 50%... 

A solution of phenyl trimethylsilylethyne (2.3 mmol) and octanal (2mmol) in THF (2.5 ml) was treated at 0°C with TBAF (0.06 mmol) for 1.5 h. The reaction mixture was diluted with hexane (25 ml), filtered through Celite, and concentrated. Purification by preparative t.l.c., followed by distillation, gave the product (1.4 mmol, 70%), b.p. 140-142 °C/15mmHg. 

Cory and Renneboog53 have devised an efficient bicycloannulation for the synthesis of tricyclo[3.2.1.02,7]octane-6-one (66) as shown in equation 63. The method involves three steps (1) the enolate undergoes an initial conjugate addition to phenyl vinyl sulfone, (2) the resulting sulfone-stabilized carbanion undergoes an intramolecular Michael addition to the enone, and (3) the resulting enolate displaces phenylsulfinyl moiety from the tricyclooctanone. The amount of HMPA (3 mol equivalents) is critical for effective cyclization of the enolate. 

A bicyclo[3.3.0]octane ring system 164 can be conveniently prepared by refluxing an acetonitrile solution of the azo compound 163 in the presence of excess of phenyl vinyl... 

Dioxo-4,8-diphenyl-l,3,5,7-tetraaza-bicyclof3.3.0]octan laBt sich durch Lithium-alanat in5-Hydroxy-3- phenyl-1,2,4- triazolidin (14% d.Th.), N-Methyl- benzylamin auf-spalten4 ... 

In 1997, Sridhar et al. [117] investigated the crystal structure of the mesogenic 4-isothio-cyanato phenyl 4-pentylbicyclo[2,2,2]octane-1-carboxyl-ate. The crystal structure of this compound shows a layered packing along the fl-axis and imbrication along the other two axes. 

FIGURE 2.16 Concentration profiles of 5-phenyl-1-pentanol, obtained on Whatman No. 1 chromatography paper with w-octane as mobile phase. Concentrations of the analyte solutions in 2-propanol were (a) 0.25, (b) 0.50, (c) 0.75, and (d) 1.0 mol C [14,25]. 

FIGURE 2.19 Comparison of the concentration profiles of 5-phenyl-f-pentanol (dashed line) and benzophenone (thin solid line) developed as single analytes and as a binary mixture (bold solid line) concentration of 5-phenyl-1-pentanol in the sample was 1.50 mol 1" and that of benzophenone was 0.10 mol 1" . Microcrystalline cellulose was used as stationary phase and -octane as mobile phase [26]. 

Scheme 54 Synthesis of (2/t,55)-l,3-diaza-2-chloro-3-phenyl-2-phosphabicyclo[3.3.0]octane 198...

Diastereomerically pure (2W,5.V)-l,3-diaza-2-(2-methylphenyl)-3-phenyl-2-phosphabicyclo[3.3.0]octane (.S )-202] was formed in the thermal reaction of (S)-2-(anilinomethyl)pyrrolidines (197a) with o-TolP(NMe2)2 and isolated in 27% yield after recrystallization (Scheme 56) [87], Its cyclopalladation with palladium diacetate followed by anion metathesis gave dimer (5,5)-203 (Scheme 56) [87],... 

A useful method for large-scale synthesis of diastereomerically pure (2R,5S)-3 -phenyl-2-(8-quinolinoxy)-1,3-diaza-2-phosphabicyclo[3.3.0]octane (205) was based on a similar reaction of tris(dimethylamino)phosphine with (5)-197a generating the intermediate 204 which, by addition of 8-hydoxyquinoline followed by additional refluxing gave the final product. Recrystallization of the crude reaction mixture afforded diastereomerically pure 205 as a solid, stable to air and moisture in 98% yield (Scheme 57) [88], It was converted to complex 206 by mixing with... 

The desulfinase enzyme was reported to have narrow substrate specificity. In addition to HBPSi, only 2-phenyl benzene sulfinate was reported to serve as a substrate [164], It was found to be inactive against benzene sulfinate, cysteine sulfinate, benzene sulfonate, /7-toluene sulfonate, 1-octane sulfonate, methane sulfonate, and taurine. This enzyme was found to be inhibited by HBP beginning at 0.5 mM with complete loss of activity at 9 mM HBP, but was not affected by sulfite. 

The triselenadiborolanes 3,5-R2-l,2,4,3,5-Se3B2 R=Et (33), Pr readily formed coordination adducts with two equivalents of pyridine, 3,5-dime-thylpyridine, and 3-chloropyridine.168 With one equivalent of base, only one of the B atoms became coordinated, and surprisingly, the system was not fluxional at room temperature.168 The addition of two equivalents of pyrazole to 33 (Scheme 7) resulted in a brown suspension and a yellow solution. Crystals of a B2N4Se2-bicyclo[2.2.2]octane were formed upon cooling this solution to —80 °C. With bulkier pyrazole derivatives (phenyl-pyrazole), the B2N4Se-bicyclo[2.2.1] heptanes were formed.169... 

The optically active //-amino alcohol (1 / . 3 R. 5 / )-3-(di phenyl hydroxymethyl )-2-azabicyclo[3.3.0]octane [(li ,3i ,5i )-121], can be derived from a bicyclic proline analog. It catalyzes the enantioselective addition of diethylzinc to various aldehydes. Under mild conditions, the resulting chiral secondary alcohols are obtained in optical yields up to 100%. The bicyclic catalyst gives much better results than the corresponding (S )-proline derivative (S )-122 (Scheme 2-47).114... 

When 269 was treated with SnCU in presence of sodium bicarbonate at — 78 °C, (2/ ,5/ )-5-hydroxy-2-phenyl-3-oxa-l-azabicyclo[3.3.0]octan-8-one 274 was formed (Equation 41) <2006TA53>. 

The solvent effect on the azo-hydrazone equilibrium of 4-phenylazo-l-naphthol has been modelled using ab initio quantum-chemical calculations. The hydrazone form is more stable in water and in methylene chloride, whereas methanol and iso-octane stabilise the azo form, The calculated results were in good agreement with the experimental data in these solvents. Similar studies of l-phenylazo-2-naphthol and 2-phenylazo-l-naphthol provided confirmation. Substituent effects in the phenyl ring were rationalised in terms of the HOMO-LUMO orbital diagrams of both tautomeric forms [53]. 

Huscroft, I.T., Carlson, E.J., Chicchi, G.G., Kurtz, M.M., London, C., Raubo, P., Wheeldon, A. and Kulagowski, J.J. (2006) Phenyl-8-azabicyclo[3.2.1]octane ethers a novel series of neurokinin (NKj) antagonists. Bioorganic e[ Medicinal Chemistry Letters, 16, 2008-2012. 

Columns. ODS-silica, YMC ODS, 15 cm x 6.0 mm i.d., phenyl-bonded silica gel, YMC phenyl, 10 cm x 6.0 mm i.d. eluent, aqueous acetonitrile. Compounds, x, polycyclic aromatic hydrocarbons O, alkylbenzenes O,polychlorobenzenes +, alkanols A, alkanes 1, benzene 2, benzopyrene 3, toluene 4, heptylbenzene 5, hexachlorobenzene 6, hexanol 7, tetra-decanol 8, pentane and 9, octane. 

As an example of non-enzymatic catalyst using oxazaborolidines [10], Corey and his associates have described an efficient synthesis of (-i-)-l(S),5(R),8(S)-8-phenyl-2-azabicyclo[3.3.0]octan-8-ol (2.) and its enantiomer. The B-methyloxazaborolidine derivatives (3) of these amino alcohols are excellent catalysts -or chemzymes- for the enantioselective reduction of a variety of achiral ketones to chiral secondary alcohols [11]. 

Scheme 25). l-Oxo-2,8-diphenyl-2,5,8 triaza-1 X -phosphabicyclo[3.3.0]octane (68) formed by acid catalysis of the bicyclic phosphoric triamide (67) has been found to isomerize via a new type of rearrangement to yield the ring contracted 3-[2-(phenylamino)ethyl]-2-oxo-2-ethoxy-l-phenyl-l,3,2 A, -diazaphospholidine (69). The rearrangement has been explained in terms of intramolecular 1,5-nucleophilic attack... 

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