171815-91-1

Upstream product

• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 100-39-0 benzyl bromide 
• 63-91-2 L-phenylalanine 
• 3081-24-1 H-Phe-OEt 

Downstream Products

• 171815-94-4 (3S)-3-dibenzylamino-1-chloro-2-oxo-4-phenylbutane 
• 111060-52-7 (S)-2-(dibenzylamino)-3-phenylpropan-1-ol 
• 190076-24-5 (RS)-2-(N,N-dibenzylamino)-3-phenylpropan-1-ol 
• 171962-76-8 (2R,3S)-3-(Dibenzylamino)-1-chloro-4-phenylbutan-2-ol 
• 191226-92-3 (S)-3-(dibenzylamino)-1-bromo-4-phenylbutan-2-one 

Relevant academic research and scientific papers

Manganese Catalyzed Hydrogenation of Enantiomerically Pure Esters

A manganese-catalyzed hydrogenation of esters has been accomplished with TONs up to 1000, using cheap, environmentally benign, potassium carbonate and simple alcohols as activator and solvent, respectively. The weakly basic conditions lead to good functional group tolerance and enable the hydrogenation of enantiomerically enriched α-chiral esters with essentially no loss of stereochemical integrity.

Continuous flow chemistry: A discovery tool for new chemical reactivity patterns

Continuous flow chemistry as a process intensification tool is well known. However, its ability to enable chemists to perform reactions which are not possible in batch is less well studied or understood. Here we present an example, where a new reactivity pattern and extended reaction scope has been achieved by transferring a reaction from batch mode to flow. This new reactivity can be explained by suppressing back mixing and precise control of temperature in a flow reactor set up. This journal is the Partner Organisations 2014.

Highly Diastereoselective Synthesis of Threo or Erythro Aminoalkyl Epoxides from α-Amino Acids

α-Chloro-α'-(dibenzylamino)methylketones 3 are synthesized in enantiomerically pure form starting from α-amino acids.Reduction of amino ketones 3 and further epoxidation affords threo aminoalkyl epoxides 6 with diastereoisomeric excess ranging between 94percent and 98percent.The synthesis of erythro amino epoxides 9 is also described by reaction of α-amino aldehydes 7 with in situ generated (halomethyl)lithium.Amino epoxides 9 were obtained with a diastereoisomeric excess ranging between 91percent and 98percent.