ChemInform Abstract: SYNTHESIS OF SOME NEW α‐PHENYLPROPIONIC ACID DERIVATIVES

Abstract

Ausgehend von Benzophenon (I) entsteht durch Chlormethylierung und anschließende Umwandlung des gebildeten 3‐Chlormethyl‐Derivats (IIa) das 3‐Cyanmethyl‐Derivat (IIb), das sich in Gegenwart von Dimethyl‐ oder Diphenylsulfid als Aktivatoren der Benzylgruppe zu den intermediären α‐Mercapto‐Verbindungen (III) methylieren läßt. Neben (IIIa) wird das desulfurierte Derivat a,a‐Dimethyl‐a‐(3‐benzoylphenyl)‐acetonitril in 1 lproz. Ausb. gebildet.

Bacterial Transformations of Benzothiophene and Methylbenzothiophenes

“…Benzothiophene sulfoxide was prepared in analytical amounts by oxidizing benzothiophene using horse heart cytochrome c and hydrogen peroxide (20). 5-Methylbenzothiophene-2,3-dione and 7-methylbenzothiophene-2,3-dione were synthesized according to the method of Hannoun et al (21). 2-Benzothiophenecarboxylic acid was also synthesized (22).…”

“…The sulfate-free medium contained (per L) the following: K2HP04, 0.5 g; NaCl, 2.0 g; MgCl2, 0.2 g; KNOs, 2.0 g; NH4CI, 1.0 g; FeCl2-4H20, trace; and trace metal solution (21), 1 mL. This medium was supplemented with 500 mg (2.5 mmol) of 2-sulfobenzoic acid/L as the sole carbon and sulfur source and then adjusted to pH 7.0 before sterilization by autoclaving.…”

Transformations of methyldibenzothiophenes by three Pseudomonas isolates

“…1-Methyldibenzothiophene was synthesized by the method of Ashby et al (26), and the other methyldibenzothiophene isomers were synthesized by using the general directions of Tedjamulia et al (27) with the following starting materials: 4-thiocresol and 2-chlorocyclohexanone for 2-methyldibenzothiophene; thiophenol and 2-bromo-4-methylcyclohexanone for 3-methyldibenzothiophene; 2-thiocresoland 2-chlorocyclohexanone for 4-methyldibenzothiophene; and 3-thiocresol and 2-chlorocyclohexanone for the mixture of 1-and 3-methyldibenzothiophene. The sulfones of the methyldibenzothiophenes were prepared by boiling the respective methyldibenzothiophene preparations with hydrogen peroxide in acetic acid for 1 h. 5-Methylbenzothiophene-2,3-dione and 7-methylbenzothiophene-2,3-dione were synthesized according to the method of Hannoun et al (28). Melting points of the individual compounds matched those in the literature, and gas chromatographic analyses showed only one peak for each product.…”

“…Cultures and Culture Methods. All cultures were grown at 28 °C in shake-flasks containing 200 mL of liquid mineral medium (10) supplemented with a trace metals solution (32). For each biotransformation study, 10 mL of a maintenance culture grown on 1-MN or glucose was used to inoculate the medium containing 50 µ!< of 1-MN or 250 mg/L of glucose and 1.5-2 mg of a selected methyldibenzothiophene.…”

ٍShort Communication: Dethiation of ?-Methyl and ?-Phenylmercaptopropionic Acid Derivatives

“…In a previous publication [1], we reported the synthesis and dethiation of -(3-benzoylphenyl)--phenylmercaptopropionic acid (I) using potassium salt of thiophenol in methanol [2]. Such intermediates (I  II) are starting materials for the preparation of the well known antiinflammatory agent,  -(3-benzoylphenyl) propoionic acid (III).…”