110811-23-9

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 51019-44-4 (S)-2-chloro-2-oxo-1-phenylethyl acetate 
• 7322-88-5 (S)-acetylmandelic acid 
• 17199-29-0 (S)-Mandelic acid 

Downstream Products

• 91578-85-7 (S)-1-phenyl-2-((1S)-1-phenylethylamino)ethan-1-ol 
• 76353-13-4 (S)-N-<(R)-1-phenylethyl>mandelamine 

Relevant academic research and scientific papers

Isothiocyanate-Substituted κ-Selective Opioid Receptor Ligands Derived from N-Methyl-N-phenylacetamide

The synthesis of isothiocyanate-substituted κ-selective opioid ligands derived from N-methyl-N-ethyl>phenylacetamide (8) and their effects in radioligand displacement assays are reported.Ligands 3-5 with the S-absolu

STEREOCHIMIE DE LA REDUCTION ELECTROCHIMIQUE D'α-CETOAMIDES OPTIQUEMENT ACTIVES I. ELECTROREDUCTION DE LA S(-) N-(α-METHYLBENZYL)BENZOYLFORMAMIDE

Electrochemical reduction of the title compound has been investigated in hydro-alcoholic medium, at a mercury cathode.Polarographic study shows adsorption of the substrate in very acidic medium (pH 5.5.Controlled potential electrolyses give the corresponding mandelamide in a quasi-quantitative yield; titration of the mixture of the two epimers is achieved by proton NMR at 300 MHz.In very acidic medium, preferential formation of the RS mandelamide is observed (higher optical yield:12.5percent).On the contrary, SS mandelamide is generally the main stereoisomerin acetic or ammoniacal buffer; however, when electroreductions are carried out at very cathodic potentials, again preferential formation of the RS epimer is observed.Stereochemistry of the reduction is explained taking into account conformations of the starting molecule and protonation of the carbanion resulting from a 2 electron reduction.

The Preparation and Absolute Configuration of the Optically Active Forms of the Diastereoisomers of 2-(1-Phenylethyl)amino-1-phenylethanol and Their Use as Chiral Auxiliaries in the Asymmetric Reduction of Acetophenone with Modified Lithium Aluminium Hydrides

(1S,2S)-(-)-2-(1-Phenylethyl)amino-1-phenylethanol (4b) (α-form) and the (1S,2R)-(+)-diastereoisomer (4f) (β-form) were prepared by lithium aluminium hydride reduction of the optically active amides derived from the appropriate mandelic acids and 1-phenylethylamines.The preparative methods give the absolute stereochemistry.The aminoethanols (4) were used along with the lower alcohols to prepare chirally modified lithium aluminium hydrides which were in turn used to reduce acetophenone.The optical yields varied, giving at best, under low temperature conditions and use of a 25 percent optical yield.