2- -3-phenoxypropyl

Chemical Name 3,3-Dimethyl-7-oxo-6-[(1-oxo-2-phenoxypropyl)amino] -4-thia-1-azabicy-cyclo[3.2.0] heptane-2-carboxylic acid potassium salt... 

Inhibitors for proteases plasmepsin I and II of the malaria parasite Plasmodium falciparum, with a good plasmepsin/human protease cathepsin D selectivity, have been identified via library construction involving rapid microwave-accelerated Suzuki reactions [57]. The phenyl ring of the biphenyl unit in the lead compound M-((lS)-l- [((lS,2S)-3- [(lS)-2-amino-l-(4-phenyl-benzyl)-2-oxoethyl]amino -2-hydroxy-l-phenoxypropyl)amino]carbonyl -2-methylpropyl)pyridine-2-carboxamide has been altered by performing Suzuki reactions on N-((lS)-l- [((lS,2S)-3- [(lS)-2-amino-l-(4-bromobenzyl)-2-oxoethyl]amino -2-hydroxy-l-phenoxypropyl)amino]carbonyl -2-methyl-propyl)pyridine-2-carboxamide (Scheme 37). In particular, a 2-benzofuryl moiety proved to be interesting since a Ki value of 13 nM for plasmepsin I and... 

Our results conci red with those above when 3-bromo-l-phenoxypropane was added to our Mg at room temperature the reaction was quite vigorous(40). Upon carbonation, followed by hydrolysis, the only acidic product isolated was phenol in 70% yield. It was very satisfying to note that at -78 °C the reaction of 3-phenoxypropyl bromide proceeded smoothly. 

A series of diamine amides based on the phenoxypropyl amine scaffold was reported. Amide 26 displayed an hH3 Ki of 1 nM and was selective versus other histamine receptors [73]. The chirality was removed via cyclic diamines to produce tetrahydroisoquinolines, tetrahydroquinolines, benzazepines and indolines [74]. The benzazepine 27 displayed picomolar hH3 binding affinity. Pharmacokinetic issues were also identified with this diamine series, with i.v. half-lives of 10-12 h in the rat. A strategy to remove the diamine skeleton and prepare new H3... 

Thymidine and 2 -deoxyadenosine react with phenyl glycidyl ether in vitro. The main adducts are A-3-(2-hydroxy-3-phenoxypropyl)thymidine and Wl-(2-hydroxy-3-phenoxypropyl)-2 -deoxyadenosine, respectively. With longer reaction times, a small amount of dialkylated 2 -deoxyadenosine was also formed (Van den Eeckhout et al., 1990). 

Hits from the screen were used to select related compounds for further testing from the Lilly collection of compounds [33], The HPLC assay was used to measure MurD inhibition and standard antimicrobial assays were carried out with S. pneumoniae, Haemophilus influenzae 76, Staphylococcus aureus 027, and Moraxella catarrhalis BC-1. A series of indole and phenoxypropyl amine derivatives with activity against MurD, were discovered that exhibited broad-spectrum antibacterial activity. 

Phenoxypropyl bromide attacks rubber stoppers quite readily, and the side arm of the distillation flask should be set in (Org Syn. 1, 40) in order to avoid contamination of the distillate. 

The use of recovered trimethylene bromide does not result in as good a yield of phenoxypropyl bromide, because a little phenoxypropyl bromide is already present and during the reaction is converted to diphenoxypropane. 

Phenoxypropyl bromide has been prepared by the action of sodium phenoxide on trimethylene bromide in alcohol solution.1 The method described in the procedure has been published by Marvel and Tanenbaum.2... 

Halo ethers are prepared by adding an alcoholic solution of the sodium alkoxide to the polymethylene halide, X(CHj) X, in anhydrous ether or benzene, as illustrated by the preparation of l-bromo-6-methoxyhexane (47%). In a somewhat different manner, an aromatic halo ether such as y-phenoxypropyl bromide is synthesized by the action of phenol and the dihalide in the presence of hot aqueous sodium hydroxide (85%). The syntheses of o- and p-chlorophenyl phenyl ethers have been successfully accomplished by the Ullmann procedure (40-55%), whereas chlorination of diphenyl ether yields an inseparable mixture of isomers. ... 

Apart from these ring closures with y-bromophosphonium salts, phosphonium salts carrying other nucleofuges at the y-position can be utilized in a similar way, albeit in lower yield. 3-(Phenoxypropyl)triphenylphosphonium bromide with butyllithium in tetrahydrofuran was converted into cyclopropyltriphenylphosphonium bromide in 19% yield. ... 

Among the more attractive vinyl ether candidate monomers are perfiuoro (4-carbomethoxy butyl vinyl ether), perfiuoro (4-cyanobutyl vinyl ether), perfiuoro(2-phenoxypropyl vinyl ether), and perfiuoro(3-phenoxypropyl vinyl ether). Compositions containing these monomers are discussed in this report. 

Perfluoro(3-phenoxypropyl vinyl ether) (7) is synthesized by the six-step route shown in Figure 7. The first three steps may be carried out without isolating the products. The acid chloride product of step 3 is separated by fractional distillation, as is the acid fluoride product of step 4. In step 5, the product is separated as the lower of a two-layer product and is purified by distillation. The upper layer, a complex of... 

Figure 6. Synthesis of perfluoro(2-phenoxypropyl vinyl ether)...

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