3- -phenylpropionic acid

Phenylpropionic acid high high PYAA/DVBd [96]... 

Dupont et al. were able to obtain up to 80 % ee in the conversion of 2-phenyl-acrylic acid into (S)-2-phenylpropionic acid with the chiral [RuCl2(S)-BINAP]2NEt3 complex as catalyst in [BMIM][Bp4] melts (Scheme 5.2-9) [54]. 

Hutt A.J., Kooloobandi A. Hanlon GW. (1993) Microbial metabolism of 2-arylpropionic acids Chiral inversion ofibuprofen and 2-phenylpropionic acid. Chirality, 5, 596-601. 

FIGURE 2.20 Schematic presentation of the hydrogen-bonded cyclic dimers of enantiomeric antipodes of 2-phenylpropionic acid, Ibuprofen, and Naproxen (the latter two compounds are drugs from the group of profens). 

Several Pd11 complexes with thiolate or thioether derivative ligands have been studied to be applied in the hydroxycarbonylation reaction.394 Aminothiolate complexes of palladium with PPh3 catalyze the conversion of styrene to 2-phenylpropionic acid in high yield and excellent regioselectivity.644 Under mild conditions and in the presence of a catalytic amount of an S, TV-chelated palladium or//zo-amino-arenethiolate complex, styrene reacts with CO and oxalic acid or water to selectively give 2-phenylpropanic aid in high yield.645... 

Table 41.11 Enantiomeric hydrogenation of 2-phenylacrylic acid giving 2-phenylpropionic acid. Reaction conditions [Ru] = 0.034 mmol ROH = 30 mL [BMIM][BF4] = 3 mL time = 20 h [99].

K. K. Wong, N. Kucharczyk, R. D. Sofia, Isolation and Identification of 3-Carbamoy-loxy-2-Phenylpropionic Acid as a Major Human Metabolite of Felbamate , Drug Metab. Dispos. 1993, 21, 710-716 V. E. Adusumalli, K. K. Wong, N. Kucharczyk, R. D. Sofia, Felbamate in vitro Metabolism by Rat Liver Microsomes , Drug Metab. Dispos. 1991, 19, 1135-1138. 

Glycine acylated with 2-phenylpropionic acid Chiralpak WH ligand exchange 0.3 mM CUSO4 223... 

Phenylpropionic acid (10) was obtained in low yield and low enantiomeric purity. Although not necessarily detrimental, here configurational instability of the intermediate lithium carbanion pairs 9/epi-9 is the major reason for the insufficient result. This issue will be examined more closely in Section III.A. 

Phenylpropionic acid (hydratropa acid) can also be used in place of PBA31. 

Formation of carboxylic acids from ethylene, isobutylene, and 1-octene was observed by in situ 13C solid-state MAS NMR over H-ZSM-5 zeolite at 23-100°C.298 A systematic study with various Pd complexes revealed that styrene is transformed into 2-phenylpropionic acid as the major product when monophosphine ligands were applied, whereas 3-phenylpropionic acid was obtained in the presence of diphosphines 299... 

S)-(-)-2-Methyl-1 -butanol (GC purity > 99.5% [a]p -6.6 0.3° (ethanol, c 10) was purchased from Fluka Chemie AG. Esterification with (R)-(+)-3.3,3-trifluoro-2-methoxy-2-phenylpropionic acid (Mosher s acid)2 and subsequent fH and 19F NMR analyses at 300 MHz of the resulting ester showed an enantiomeric purity of (S)-(-)-2-methyl-1-butanol > 99%. 

Boron heterocycles. A novel synthesis of the natural chalcone aurentiacin (3) involves the reaction of 2,4,6-trimethoxytoluene (1) with cinnamic acid and BF3 etherate at 80° to form the novel heterocycle 2, which is hydrolyzed to 3. The formation of 2 involves a selective demethylation, since the reaction of 4 with 2-phenylpropionic acid and BF3 followed by hydrolysis gives 5, isomeric with dihydro-3. 

Note PP 2-phenylpropionic acid CM chlormezanone TP trihexylphenidyl hydrochloride CP cloperastine IP ibuprofen. 1 50mM Tris buffer (pH 7)-methanol (90 10, v/v) mobile phase 2 50 mM Tris buffer (pH 7)-methanol (70 30, v/v) mobile phase. 

A similar sequence probably accounts for the formation of 50% (40%) 1-clilo-ro- (1-bromo-) -2-methoxy-2-phenylpropionic acid by electrolysis of cinnamic acid in CH30H/NH4C1 (NH4Br)as SSE 271 Electrolysis of irans-stilbene in me-thanol/NH4Br produces eryr ro-stilbene dibromide and l-methoxy-2-bromo-1,2-diphenylethane 1 °4-1 in fair yields. 

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