908253-01-0

Basic information

• Product Name: (S)-N¹-phenyl-3-methylbutane-1,2-diamine
• Synonyms: (S)-N¹-phenyl-3-methylbutane-1,2-diamine
• CAS NO: 908253-01-0
• Molecular Weight: 178.277
• Mol File: 908253-01-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S)-N¹-phenyl-3-methylbutane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N¹-phenyl-3-methylbutane-1,2-diamine(908253-01-0)
• EPA Substance Registry System: (S)-N¹-phenyl-3-methylbutane-1,2-diamine(908253-01-0)

Safety Data

• Hazardous Substances Data: 908253-01-0(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 13734-41-3 t-Boc-L-valine 
• 126787-26-6 ((S)-2-methyl-1-phenylcarbamoylpropyl)carbamic acid tert-butyl ester 
• 6306-54-3 N-phthaloyl L-valine 
• 5511-73-9 N-phthalimide l-valinyl chloride 
• 72-18-4 L-valine 
• 99529-85-8 C₁₉H₁₈N₂O₃ 
• 129473-55-8 (S)-2-amino-3-methyl-N-phenylbutanamide 
• 156489-36-0 (S)-1-(Diphenyl-phosphinoyl)-2-isopropyl-aziridine 
• 908252-98-2 C₂₃H₂₇N₂OP 

Downstream Products

• 1207620-32-3 (S)-4-isopropyl-1-phenyl-4,5-dihydro-1H-imidazole 
• 1375257-27-4 N-acetyl-(S)-4-isopropyl-1-phenylimidazolidine-2-one 
• 1375257-35-4 (S)-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropyl-1-phenylimidazolidin-2-one 
• 138522-39-1 (4S)-4-(1-methylethyl)-1-phenyl-2-imidazolidinone 

Relevant articles and documents

New chiral zwitterionic phosphorus heterocycles: Synthesis, structure, properties and application as chiral solvating agents

A family of new chiral zwitterionic phosphorus-containing heterocycles (zPHC) have been derived from methylene-bridged bis(imidazolines). These structures were unambiguously determined, including single-crystal XRD analysis for two compounds. The stability, acid/base and electronic properties of these dipolar phosphorus heterocycles were subsequently investigated. zPHCs can be successfully employed as a new class of chiral solvating agents for the enantiodifferentiation of chiral carboxylic and sulfonic acids by NMR spectroscopy. The stoichiometry and binding constants for the donor-acceptor complexes formed were established by NMR titration methods. A convenient synthetic approach to a new class of chiral zwitterionic phosphorus-containing heterocycles starting from methylene-bridged bis(imidazolines) was designed and executed. Stability and properties of the synthesized compounds were investigated. The applicability of the designed compounds as chiral solvating agents for the determination of the enantiomeric excesses of chiral acids was demonstrated. Copyright

Reversal of selectivity in acetate aldol reactions of N-acetyl-(S)-4- isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

Synergistic effects of the exo- and endocyclic chiral centers of an imidazolidinone-based auxiliary were investigated in the perspective of acetate aldol reactions. The reversal in diastereoselectivity was accomplished by lithium and titanium enolate reactions, which proceed through proposed open and closed transitions states, respectively. The aldol adducts were used in the stereoselective synthesis of fluoxetine.

Design of chiral hydroxyalkyl- and hydroxyarylazolinium salts as new chelating diaminocarbene ligand precursors devoted to asymmetric copper-catalyzed conjugate addition

The design and the synthesis of a set of new chiral hy- droxyalkyl- and hydroxyaryl-chelating diaminocarbene ligands is reported. Comparative catalytic studies show the importance of the scaffold design around the NHC unit to obtain a high enantiocontrol in Cu-catalyzed asymmetric conjugate addition (ACA). Whereas low selectivities are observed when the stereogenic centre is placed within the N-heterocyclic ring, an interesting match effect can be observed when central chirality is located within both of the two side chains, which enables up to 92 % ee in the catalysis reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.