53643-20-2Relevant academic research and scientific papers
Simple preparation process of syn phenylpropanolamines from racemic O-TBDPS cyanohydrins
Li, Qing-Lan,Tang, Shi,Zhou, Dong,Tang, Xin-Mei
, p. 1600 - 1607 (2014/06/09)
In this article, a practically interesting route for the diastereoselective synthesis of phenylpropanolamines has been demonstrated for the first time. Using racemic O-tert-butyldiphenylsilyl (TBDPS) cyanohydrins as the starting materials, various syn phenylpropanolamines and derivatives (e.g., norpseudophedrine) have been successfully prepared in exellent diastereoselectivity via a practically interesting process.
Remarkable enantioselective α-amination in 1-phenyl-2-(N-alkylamino)- 1-propanol
Kumar, Borkatte N. Hitesh,Murugesan, Velayutham,Prakasam, Tangirala,Srinivasan, Pathangi S.,Ramana, Devalla V.
, p. 262 - 270 (2012/06/01)
(1R,2R)-1-Phenyl-1-alkyl/arylamino-2-(N-alkylamino)propane hydrochloride salts have been synthesized with high degree of enantiomeric purity from (1S,2R)-(+)-1-phenyl-2-(N-alkylamino)-1-propanol through the corresponding chloro derivatives. This reaction sequence involves three inversions with overall inversion of configuration at C-1. Copyright
Synthesis and evaluation of a new polymer-supported pseudoephedrine auxiliary for asymmetric alkylations on solid phase
McGhee, Andrea M.,Kizirian, Jean-Claude,Procter, David J.
, p. 1021 - 1024 (2008/01/05)
A polymer-supported pseudoephedrine auxiliary linked to the support through nitrogen, has been developed for use in asymmetric alkylations on solid phase. The Royal Society of Chemistry.
PROCESS FOR PREPARATION OF OPTICALLY ACTIVE 1-ERYTHRO-2-AMINO-1-PHENYL-1-PROPANOL
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Page/Page column 15; 16; 17-18, (2008/06/13)
An efficient cost-effective process for preparation of l-erythro-2-amino-1-phenyl-1-propanol from l-1-phenyl-1-hydroxy-2-propanone, which comprises converting l-1-phenyl-1-hydroxy-2-propanone to l-1-phenyl-1-hydroxy-2-propanone oxime and reducing the oxime with a catalyst consisting of finely divided nickel and aluminium metals giving good diastereomeric purity and yield.
STEREOCHEMICAL COURSE OF THE REACTION OF 2-HALOETHYL ISOTHIOCYANATES WITH NUCLEOPHILES. sTEREOSPECIFIC ROUTE TO 4,5-DISUBSTITUTED Δ2-THIAZOLINES AND THIAZOLIDINE-2-THIONES
Kniezo, Ladislav,Kristian, Pavol,Budesinsky, Milos,Havrilova, Katarina
, p. 717 - 728 (2007/10/02)
Diastereoisomeric 1-chloro-1-phenyl-2-isothiocyanatopropanes have been prepared.They reacted stereospecifically with CH3ONa, diethylamine, aniline and NaSH to give pure cis or trans-4,5-disubstituted Δ2-thiazolines and thiazolidine-2-thiones whose configuration was determined using the nuclear Overhauser effect.The preponderant conformation of diastereoisomeric 1-chloro-1-phenyl-2-isothiocyanatopropanes was estimated on the basis of coupling constants of vicinal protons.
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