2- - 1-phenylethy

Chemical Name 4-(2-methoxy-2-phenylethy I)-a-(methoxypheny I methyl )-1-piperazine-ethanol... 

CN a-ethy l-4-[2-[( 1 -methyl-2-phenylethy l)amino]ethoxy Jbenzenemethanol... 

Phenylethanol (phenylethy 1 alcohol 2-phenylethanol). Typical in-use concentration 0.25-0.5%. It is reported to have greater activity against Gram-negative organisms and is usually employed in conjunction with another agent. 

Due to the benzylic p-Tc resonance stabilization the C+-C,pso bond has partial double bond character and the ortho, ortho and meta, meta methine groups syn and anti to the silyl group are non-equivalent. The effect pf the a-silyl group on the positive charge in benzyl cations can be estimated by comparison of the NMR spectroscopic data of the 1 -phenyl-1 -(trimethylsilyl)ethyl cation 1 with those for the 1-phenylethy 1 cation 5 (P) and the cumyl pation 3 (15, 16, 17) (Table 1). 

P-Phenylethyl alcohol, 812,816 Phenylethylene, 1015,1024 a-Phenylethylamine, 560, 566 P-Phenylethy,amine, 560, 567,569 Phenylethylbarbituric acid, 1003,1005 P-Phenylethyl bromide, 283 P-Phenylethyl iodide, 288 Phenylglycine-o-carboxylic acid, 980 Phenylglyoxal, 866 Phenylhydrazine, 635, 636 hydrochloride, 636, 637 Phenylhydrazine acetate reagent, 343, 721 ... 

Subsequent cleavage of the resin-bound Diels-Alder adducts employing lithium aluminium hydride (LiAlH4) via a traceless linker strategy afforded the cyclic phenylethy-lamines. Alternatively, selective reduction of the nitro group using tin(II) chloride... 

Interestingly, all other diols, tried as a protecting group on the acetal, led to lower diastereoselectivity of the addition. This synthetic strategy was used in the synthesis of indolizidine alkaloids,279 bis(l-arylethyl)amines,280 a protease inhibitor.281 The addition reaction of 1,2-bisimines, easily available from glyoxal and chiral cr-phenylethy-lamine, gives under optimized conditions a diastereomerically pure product, that was converted to a chiral 1,2-diamine. Interestingly, decrease of the temperature below the optimum (50 °C) leads to a sharp drop of the stereoselectivity (Scheme 96).282... 

The palladium-catalyzed Sonogashira reaction between l-(2-propynyl)-l//-indole 1460 and l-iodo-2-(2-phenylethy-nyl)benzene 1461 was successful in producing 17/-indole 1462 in excellent yield (Scheme 279) <2005JOC6647>. Treatment of indole 1462 with a strong base produced 12-phenyl-7//-indeno[l, 2 4,5]pyrido[l,2- ]indole 1463 in... 

Among other compounds, the first optically active amide derivative 142b containing an asymmetric carbon and a five-coordinated germanium was obtained by the same method or by a one-pot synthesis from A-[(S)-l-phenylethy]acetamide, hexamethyld-isilazane and CICH2GeMe2Cl. The latter method does not require the initial preparation of A-silylated amide and gives a higher overall yield of the final product. 

Fig. 37 More O Ferrall-Jencks diagram for the Menschutkin reactions of 1-phenylethy] and benzyl chlorides with pyridine. The structures of transition states were optimized by ab initio MO calculation (RHF/b-Sf G ). O, substituted 1-phenylethyl chlorides with pyridine , benzyl chlorides with pyrindine , with 4-nitropyridine O, methyl and A, ethyl chlorides with pyridine (Fujio et al, unpublished).

---