138812-17-6

Basic information

• Product Name: N,N'-bis<(S)-1-phenylethyl>ethanediimine
• Synonyms: N,N'-bis<(S)-1-phenylethyl>ethanediimine
• CAS NO: 138812-17-6
• Molecular Weight: 264.37
• Mol File: 138812-17-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N,N'-bis<(S)-1-phenylethyl>ethanediimine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-bis<(S)-1-phenylethyl>ethanediimine(138812-17-6)
• EPA Substance Registry System: N,N'-bis<(S)-1-phenylethyl>ethanediimine(138812-17-6)

Safety Data

• Hazardous Substances Data: 138812-17-6(Hazardous Substances Data)

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 4405-13-4 glyoxal trimer dihydrate 
• 131543-46-9 Glyoxal 

Downstream Products

• 499137-88-1 (1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carbaldehyde 
• 499137-87-0 (1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carbaldehyde 
• 758691-47-3 (1R,2R)-1,2-bis(2-methoxyphenyl)-N,N'-bis[(S)-1-phenylethyl]-1,2-ethanediamine 
• 693225-14-8 (1S,2S)-1,2-bis(2-methoxyphenyl)-N,N'-bis[(S)-1-phenylethyl]-1,2-ethanediamine 
• 138812-20-1 (4S,5S)-N,N'-bis[(S)-1-phenylethyl]octa-1,7-diene-4,5-diamine 
• 138812-19-8 (4R,5R)-N₄,N₅-bis((S)-1-phenylethyl)octa-1,7-diene-4,5-diamine 
• 221638-37-5 (1R,2R)-N,N'-bis<(S)-1-phenylethyl>-1,2-di-tert-butylimidazolidine 
• 484066-20-8 (S,S)-Me(Ph)CHN(a)CHCHN(b)[CH(Ph)Me]BBr(N(a)-B) 
• 6280-75-7 N,N'-bis[(S)-1-phenylethyl]ethane-1,2-diamine 

Relevant articles and documents

Synthesis and X-ray Crystal Structure of N,N-Bis-(R,R)-4,5-diamino-1,7-octadiene

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Chiral bis(N-sulfonylamino)phosphine- and TADDOL-phosphite-oxazoline ligands: Synthesis and application in asymmetric catalysis

A series of N,P-ligands has been prepared, containing a chiral oxazoline ring and as a second chiral unit a bis(N-sulfonylamino)phosphine group embedded in a diazaphospholidine ring or a cyclic phosphite group derived from TADDOL. These modular ligands are readily synthesized from chiral amino alcohols and chiral 1,2-diamines or TADDOLs. Palladium and iridium complexes derived from these ligands were found to be efficient catalysts for enantioselective allylic alkylation and olefin hydrogenation, respectively.

Addition of Grignard reagents to chiral 1,2-bisimines: A diasteroselective preparation of unsymmetrical 1,2-diamines

A diastereoselective synthesis of tert-butyl-1,2-diamines has been developed from the addition of tert-butylmagnesium chloride to the 1,2- bisimines derived from glyoxal and chiral amines such as 1-(S)- ethylphenylamine, 1-(S)-phenylpropylamine or 1-(S)-(p- chlorophenyl)ethylamine. The influence of solvent, temperature and chiral auxiliaries on the chemical reactivity and stereoselectivity has been fully studied. Evidence of a dynamic kinetic resolution during the bis-addition process of the organometallic, leading to the 1,2-di-tert-butylethanediamine, as a single diastereomer, has been demonstrated. This resolution has been applied with high diastereoselectivities to the synthesis of unsymmetrical disubstituted 1,2-diamines, by addition of one equivalent of tert- butylmagnesium chloride, followed by one equivalent of a second Grignard reagent. Several chiral 1-tert-butyl-1,2-diamines have also been synthesized by monoaddition of tert-butylmagnesium chloride to the bisimines, followed by hydride reduction of the chiral intermediate imines.