Chemistry is traditionally divided into organic and inorganic chemistry. The former is the study of compounds containing at least one carbon-hydrogen bonds. 98760-08-8, Name is (2R,3S)-1,2-Epoxy-3-(Boc-amino)-4-phenylbutane, molecular formula is C15H21NO3, belongs to dioxoles compound, is a common compound. In a patnet, author is Yosef, Hisham Abdallah A., once mentioned the new application about 98760-08-8, Computed Properties of C15H21NO3.
Preparation and Reactions of Certain Racemic and Optically Active Cyanohydrins Derived from 2-Chlorobenzaldehyde, 4-Fluorobenzaldehyde, Benzo[d][1,3]-dioxole-5-carbaldehyde and 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde. Antimicrobial and in vitro Antitumor Evaluation of the Products
THE CHEMOENZYMATIC reaction of selected aldehydes, namely 2-chlorobenzaldehyde (1a), 4-fluorobenzaldehyde (1b), benzo[d][1,3] dioxole-5-carbaldehyde (1c) and/or 2,3-dihydrobenzo [b] [1,4]dioxine-6-carbaldehyde (1d) with hydrogen cyanide in presence of (R)-oxynitrilase (R)-Pa HNL [EC 4.1.2.10] from almonds, as a chiral catalyst, gave the optically active cyanohydrin enantiomers (R)2a-c, respectively. Acetone cyanohydrin (3), was also used, as a transcyanating agent, to give the same products. The racemic cyanohydrins (R, S)-2a-d have been synthesized, as well, by treating compounds 1a-d with aqueous potassium cyanide solution in presence of a saturated solution of sodium metabisulphite (Na2S2O5). The optical purity of cyanohydrins (R)-2a-c was determined through their derivatization with (S)-naproxen chloride (S)-5 to the respective diastereomers (R, 2S)-6a-c which were obtained in diastereomeric excess (de) values up to 93 % (H-1 NMR). Heating compounds (R)-2a, b and / or their racemic analogues (R, S)-2a-c with concentrated hydrochloric acid gave the respective alpha-hydroxycarboxylic acids 7a-c. Moreover, reduction of cyanohydrins (R, S)-2b,c under different conditions resulted in a hydrodecyanation giving the respective primary alcohols 8a, b. Structures and configurations of the new compounds were confirmed with compatible elementary microanalyses and spectroscopic (IR, H-1 NMR, C-13 NMR, MS and single crystal X-ray crystallography) measurements. The antimicrobial activity of derivatives 6a-d against four bacterial species (Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa) and two fungi (Aspergillus flavus and Candida albicans) were undertaken. Moreover, compounds (R,2S)-6b, (R, 2S)(S, 2S)-6b and (R, 2S)-6c were screened for their in virto antitumor activity against three human solid cancer cell lines (HCT 116, HepG2 and MCF-7). In general, the tested compounds were found inactive or showed weak activities in comparison with the standard drugs.
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Reference:
1,3-Benzodioxole – Wikipedia,
,Dioxole | C3H4O2 – PubChem