2-Phenyl butyric acid

Cyano-2-phenyl-butyric acid ethyl ester (VI)... 

FIGURE 2.24 Calculated signal profiles for the single components (thin lines the first peak represents 2-phenyl butyric acid and the second peak represents benzophenone) and the mixture (thick line). 

By heating 2-ethoxycarbonylamino-2-phenyl butyric acid 1170 with thionyl chloride, 4-ethyl-4-phenyl-oxazolidme-2,5-dione 1171 was formed [845]. 

STBonyui Benzansacetlc acid o-ethyl-2-(diethyla ino)ethyl eater 2-phenyl-butyric acid 2-(diethylaiiino)ethyl ester butetaaate... 

The 2-phenyl-2-ethyl-pentane-1,5-diacid-mononitrile-(1) of melting point 72° to 76°C, used as starting material in this process, can be produced for example from o-phenyl-butyric acid nitrile by condensation with acrylic acid methyl ester and subsequent hydrolysis of the thus-obtained 2-phenyl-2-ethyl-pentane-1,5-diacid-monomethyl ester-mononltrile-(l) of boiling point 176° to 185°C under 12 mm pressure. 

Bis(/3Estramustine phosphate p-[N-bis(/3[Pg.1617]

Simoni S, S Klinke, C Zipper, W Angst, H-P E Kohler (1996) Enantioselective metabolism of chiral 3-phenyl-butyric acid, an intermediate of linear alkylbenzene degradation, by Rhodococcus rhodochrous. Appl... 

Schmidt, E., Ghisalba, O., Gygax, D. and Sedelmeier, G. (1992) Optimization of a process for the enzymatic production of fA )-2-hyroxy-4-phenyl butyric acid - an intermediate for inhibitors of angiotensin converting enzymes. Journal of Biotechnology, 24, 315-327. 

The Y phenyl butyric acid is cyclised to a-tetralone by converting it into the acid chloride with thionyl chloride or phosphorus pentachloride and then an intramolecular Friedel and Crafts reaction is carried out ... 

Leone-Bay, A., et al. 1996. 4-[4-[(2-Hydroxybenzoyl)amino]phenyl]butyric acid as a novel oral delivery agent for recombinant human growth hormone. J Med Chem 39 2571. 

The fact that sixrmemhered rings are formed in preference to five-mem-bered ones was demonstrated by the cyclization of a-benzyl-y-phenyl-butyric acid (V) to 2-benzyltetralone-l (VI).6-6... 

In a 500-cc. round-bottomed flask fitted with a reflux condenser carrying at the top a tube leading to a gas absorption trap (Org. Syn. 14, 2) are placed 32.8 g. (0.2 mole) of 7-phenyl-butyric acid (p. 64) and 20 cc. (32 g., 0.27 mole) of thiony] chloride (Note 1). The mixture is carefully heated on a steam bath until the acid is melted and then the reaction is allowed to proceed without the application of external heat. After twenty-five to thirty minutes hydrogen chloride is no longer evolved and the mixture is warmed on the steam bath for ten minutes. The flask is then connected to the water pump, evacuated, and heated for ten minutes on the steam bath and finally for two or three minutes over a small flame in order to remove the excess thionyl chloride. The acid chloride thus obtained is a nearly colorless liquid and needs no further purification. The flask is cooled, 175 cc. of carbon disulfide is added, and the solution cooled in an ice bath. Thirty grams (0.23 mole) of... 

E-values (E ) calculated using the equation E = [ln(l-c) (l-ees)]/[ln(l-c) (l + ees)] from data determined by gas chromatographic analysis on a chiral column from samples obtained after esterase-catalyzed hydrolysis of (R,S)-3-phenyl butyric acid ethyl ester [24]. 

The hydrogenation of 2,4-diketo acid derivatives to the corresponding 2-hydroxy compounds with cinchona-modified Pt catalysts as depicted in Figure 2.4 can be carried out with chemoselectivities more than 99% and enantioselectivities up to 87% (R) and 68% (S), respectively [30a]. Enrichment to more than 98% ee was possible for several substrates by recrystallization, giving rise to an efficient technical synthesis of (R)-2-hydroxy-4-phenyl butyric acid ethyl ester [30b], a building block for several ACE (angiotensin-converting enzyme) inhibitors, as well as some enantio-merically enriched a-hydroxy and a-amino acid esters (see below) [30c]. 

Chlorambucil is prepared by treating -aminophenyl butyrie acid with enthylene oxide to yield 4-1/7-[Bis (2-hydroxyethyl) amino] phenyl] butyric acid which on chlorination with thionyl chloride offers the desired product. 

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