100515-19-3Relevant academic research and scientific papers
Synthesis of 4-sulfur-substituted (2S,3R)-3-phenylserines by enzymatic resolution. Enantionure precursors for thiamphenicol and florfenicol
Kaptein, Bernard,Van Dooren, Thei J.G.M.,Boesten, Wilhelmus H. J.,Sonke, Theo,Duchateau, Alexander L.L.,Broxterman, Quirinus B.,Kamphuis, Johan
, p. 10 - 17 (1998)
Enantiomerically pure 4-methylthio- and 4-methylsulfonylsubstitutcd (2S,3R)-3-phenylserines are prepared by enzymatic resolution of the corresponding racemic threo amides using the amidase from Ochrobactrum anthropi NCIMB 40321. The unwanted (2R,3S) enantiomers of the amides are separated from the enantiopure amino acids and easily racemized after Schiff base formation with the corresponding 4-(methylthio)- and 4-(methylsulfonyl)benzaldehyde. The racemization can be combined with the preparation of the racemic amides by aldol reaction under crystallization conditions to yield only the threo isomers. Enantiopure (25,3R)-3-[4-(methylthio)phenyl]serine and (2S,3R)-3-[4-(methylsulfonyl)phenyl]serine are thus obtained in 78% and 62% overall yields starting from the corresponding substituted benzaldehydes. (2S,3A)-3-[4-(Methylthio)phenyl]serine is reduced to (1R,2R)-2-amino-1-[4-(methylthio)phenyl]propane-1,3-diol with NaBH4/H2SO4 and can be used for the synthesis of thiamphenicol and florfenicol.
Indium(III)trifluoromethanesulfonate as a mild, efficient catalyst for the formation of acetals and ketals in the presence of acid sensitive functional groups
Gregg, Brian T.,Golden, Kathryn C.,Quinn, John F.
, p. 3287 - 3295 (2008/09/21)
Aldehydes and ketones, including acetophenone and benzophenone, are readily protected under mild, neutral conditions in the presence of various alcohols or orthoformates and catalytic amounts of indium(III) trifluoromethanesulfonate (0.8 mol %) under either room temperature or mild heating conditions to give the corresponding cyclic and acyclic acetals and ketals in good to excellent yields. Acid sensitive functional groups, N-Boc, THP, and TBDMS do not undergo competitive deprotection under the reported conditions.
NEW BENZOFURAN AND BENZOTHIOPHENE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS
-
, (2008/06/13)
This invention relates to compounds, which are generally anti-inflammatory and analgesic compounds, and which are represented by Formula I: wherein A is a —CH2—, —C(O)—, —O—, —S—, —S(O)—, or —S(0)2— and the other substituents are as defined in the specification; or prodrugs, individual isomers, mixtures of isomers, and pharmaceutically acceptable salts thereof. The invention further relates to pharmaceutical compositions containing such compounds and methods for their use as therapeutic agents.
BENZENESULFONAMIDE DERIVATIVES
-
, (2008/06/13)
A novel benzenesulfonamide derivative represented by the formula has an inhibitory activity against phospholipase A2, so that it is effective in the treatment of diseases for which such an activity is efficacious
BENZENESULFONAMIDE DERIVATIVE
-
, (2022/01/13)
A novel benzenesulfonamide derivative of formula (I) which has an action of inhibiting phospholipase A2? and therefore is effective in treating diseases for which this action is used to advantage.
