80150-96-5

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 23355-97-7 1-phenylpropylene oxide 
• 58407-67-3 (⁽²⁾H₁-1) phenyl-1 propanol-2 erythro 
• 58407-67-3 erythro-(1-(2H))-1-phenyl-2-propanol 

Downstream Products

• 80150-91-0 C₁₂H₁₉⁽²⁾HN⁽¹⁺⁾*Cl^(1-) 
• 66432-33-5 threo-(1-⁽²⁾H)-1-phenyl-2-aminopropane 
• 80150-93-2 threo-(1-⁽²⁾H)-1-phenyl-2-dimethylaminopropane 
• 90159-14-1 (⁽²⁾H₁-1) phenyl-1 phenylselenyl-2 propane threo 
• 90159-14-1 C₁₅H₁₅⁽²⁾HSe 
• 90159-11-8 C₁₅H₁₃⁽²⁾HN₂O₄S 
• 90159-11-8 C₁₅H₁₃⁽²⁾HN₂O₄S 
• 66432-33-5 erythro-amphetamine-β-d 
• 90159-08-3 phenyl <((2)H₁-1) phenyl-1 propyl-2> thioether threo 
• 90159-08-3 C₁₅H₁₅⁽²⁾HS 

Relevant academic research and scientific papers

Aspects stereochimiques des reactions des complexes alkylcobaloximes avec des composes organiques soufres et selenies

The stereochemistry of the alkyl group transfer reaction between alkylcobaloximes and various sulfur and selenium derivatives has been studied using (1-(2)H1)-1-phenyl-2-propyl(pyridine)cobaloxime of threo configuration.With this complex, the steric course of substitution reactions occuring at the carbon atom bonded to cobalt can be followed conveniently by NMR spectroscopy: this complex reacts with (C6H5S)2, (C6H5Se)2, 2,4-(NO2)2C6H3SCl, C6H5SeCl and CCl3SO2Cl with racemisation.The mechanistic implications of these result are discussed.

CONFORMATIONAL ANALYSIS OF AMPHETAMINE IN SOLUTION BASED ON UNAMBIGUOUS ASSIGNMENT OF THE DIASTEREOTOPIC BENZYLIC PROTONS IN THE (1)H NMR SPECTRA

The erythro- and threo-amphetamine-β-d diastereomers were synthesized and used for the unambiguous assignment of the diastereotopic benzylic protons and the mesurement of vicinal (1)H-(1)H coupling constants which were used to determine the distribution of rotamers around the central Cα-Cβ bond in the side chain.

THE EFFECT OF PHENYL SUBSTITUENTS ON ELIMINATION STEREOCHEMISTRY: A MECHANISTIC MANIFOLD IN ALKOXIDE PROMOTED DECOMPOSITION OF 1-PHENYL-1-PROPYLTRIMETHYLAMMONIUM ION

Reactions of the positionally isomeric 1-phenyl-1-propyl (I) and 1-phenyl-2-propyltrimethylammonium (II) ions with CH3OK - CH3OH, t-C4H9OK - t-C4H9OH and t-C4H9OK - C6H6 systems have been investigated with aid of the deuterated analogues erythro-2-D-I, threo-2-D-I, 1-D-I and threo-1-D-II.At least five mechanistic components (anti-β-elimination, syn-β-elimination, α',β-elimination, Sommelet-Hauser rearrangement and SN2 substitution) have been found to participate in the reaction of the quaternary compound I, in proportions varying greatly with base-solvent combination.The corresponding reactions of the isomeric compound II proceeded in a more simple manner, withount the intervention of ylide pathways in the olefin as well as in the amine formation.The stereochemistry of β-elimination determined for the two phenyl-substituted 'onium compounds has been compared with that reported previously for structurally related aliphatic analogues.The "anomalously" low propensity for syn-elimination as well as the "anomalously" high values of trans/cis-olefin rations in anti-elimination stigmatizing the presence of phenyl substituents are proposed to originate from a lack of base-approach hindrance in the reaction.