157242-43-8

Basic information

• Product Name: 1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine
• Synonyms: 1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine;(1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2-ethanediamine;(1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2- ethanediamine,99%e.e.
• CAS NO: 157242-43-8
• Molecular Formula: C₂₈H₂₈N₂
• Molecular Weight: 392.53532
• Mol File: 157242-43-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 535.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.101±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 7.75±0.39(Predicted)
• CAS DataBase Reference: 1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine(157242-43-8)
• EPA Substance Registry System: 1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine(157242-43-8)

Safety Data

• Hazardous Substances Data: 157242-43-8(Hazardous Substances Data)

Usage

General Description

1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine, also known as Bisy, is a chiral diamine compound commonly used as a ligand in asymmetric catalysis. It features two phenylmethyl groups and two phenyl groups attached to a central ethylenediamine core, making it an effective chiral building block for a variety of catalytic reactions including asymmetric hydrogenation and cross-coupling. Bisy has been extensively studied for its ability to facilitate highly enantioselective transformations in organic synthesis and has demonstrated promising results in a range of applications. Due to its unique structure and properties, Bisy continues to be a valuable tool in the field of asymmetric synthesis and catalysis.

Upstream product

• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Asymmetric Formal Synthesis of the Long-Acting DPP-4 Inhibitor Omarigliptin

A highly efficient asymmetric synthesis of the key tetrahydropyranol intermediate of DPP-4 inhibitor omarigliptin (1) is described. The successful development of a protecting-group- and precious-metal-free synthesis was achieved via the discovery of a practical asymmetric Henry reaction and the application of a one-pot nitro-Michael-lactolization-dehydration through-process. Other features of the synthesis include a highly efficient MsCl-mediated dehydration and a crystallization-induced dynamic resolution for exceptional ee and dr upgrade. The synthesis of this complex intermediate utilizes simple starting materials and proceeds in four linear steps.

Asymmetric organocatalysis of the addition of acetone to 2-nitrostyrene using N-diphenylphosphinyl-1,2-diphenylethane-1,2-diamine (PODPEN)

The highly enantioselective addition of acetone to 2-nitrostyrene, using N-diphenylphosphinyl-trans-1,2-diphenylethane-1,2-diamine (PODPEN) as a catalyst, is described.