68430-35-3Relevant academic research and scientific papers
PROCESS FOR THE PREPARATION OF OXAZOLIDINONES AND METHOD OF USE THEREOF
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Page 91; 92, (2010/02/06)
A process for preparing N-(substituted)-C-- (substituted methyl)-oxazolidinones, C-(substituted methyl)-oxazolidinones, and N-(substituted)-C-- (substituted ethyl)-oxazolidinones, preferably chiral, from optically active C-(protected oxymethyl)- oxazolidi
Convenient Preparation Procedure for (5S)-5-Hydroxymethyloxazolidin-2-ones, Universal Precursors of Adrenoblocking Compounds
Bredikhin,Bredikhina
, p. 532 - 535 (2007/10/03)
(5S)-5-Hydroxymethyl-3-alkyloxazolidin-2-ones and their tosylates, universal intermediates in the synthesis of nonracemic β-adrenoblocking compounds, were prepared from D-mannitol along a procedure increasing the effectivity of mannitol utilization and reducing the number of steps leading to the target products.
CHIRAL AMINO ALCOHOLS FROM BAKER'S YEAST REDUCTION OF α-KETO-ACID DERIVATIVES
Pedrocchi-Fantoni, Giuseppe,Redaelli, Silvio,Servi, Stefano,Hoegberg, Hans-Erik
, p. 499 - 502 (2007/10/02)
Baker's yeast reduction of α-keto-acid derivatives gives α-hydroxy esters and amides of varying enantiomeric excesses.In the case of the keto amide, an amino alcohol of high optical purity is formed.The product obtained is transformed in key intermediates in the synthesis of (S)-propranolol.
Process for S-metoprolol via oxazolidin-2-one
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, (2008/06/13)
A process for preparing S-metoprolol of the formula STR1 or a salt thereof, with high enantiomeric purity, is described, whereby a (S)-5-hydroxymethyl-3-isopropyloxazolidin-2-one sulfonic acid ester of the formula STR2 is prepared, and further reacted wit
Practical Syntheses of - and -1-Alkylamino-3-aryloxy-2-porpanols from a Single Carbohydrate Precursor
Tsuda, Yoshisuke,Yoshimoto, Kimihiro,Nishikawa, Terumi
, p. 3593 - 3600 (2007/10/02)
A practical synthetic route to optically active - and -1-alkylamino-3-aryloxy-2-propanols (β-blockers) from -2,3-O-isopropylideneglyceraldehyde (-1) was developed.Synthesis of the -isomers was carried out as follows.Borohydride reduction of -1 in the presence of excess alkylamine followed by alkoxycarbonylation, acid hydrolysis, and cyclization under K2CO3 catalysis gave -3-alkyl-5-hydroxymethyl-1,3-oxazolidin-2-ones, the tosylates of which were coupled with various phenols then hydrolyzed by alkali treatment to give -(-)-β-blockers (e.g., propranolol, carteolol) in satisfactory yields. -,-, and rac-pindolol were synthesized from the corresponding 3-isopropyl-5-(2-methyl-3-nitrophenoxymethyl)-1,3-oxazolidin-2-one by application of the Leimgruber-Batcho method.Keywords--- and -1-alkylamino-3-aryloxy-2-propanols; optically active β-blockers; propranolol; carteolol; pindolol; carbohydrate precursor; -2,3-O-isopropylideneglyceraldehyde; -3-alkyl-5-hydroxymethyl-1,3-oxazolidin-2-ones; Leimgruber-Batcho indole synthesis
