35216-74-1

Basic information

• Product Name: N-[(1S)-2'-aMino[1,1'-binaphthalen]-2-yl]-AcetaMide
• Synonyms: N-[(1S)-2'-aMino[1,1'-binaphthalen]-2-yl]-AcetaMide;(S)-N-Acetyl-1,1'-binaphthyldiamine
• CAS NO: 35216-74-1
• Molecular Formula: C₂₂H₁₈N₂O
• Molecular Weight: 326.39112
• Mol File: 35216-74-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 240-241 °C
• Boiling Point: 535.6±35.0 °C(Predicted)
• Appearance: /
• Density: 1.263±0.06 g/cm3(Predicted)
• PKA: 14.86±0.43(Predicted)
• CAS DataBase Reference: N-[(1S)-2'-aMino[1,1'-binaphthalen]-2-yl]-AcetaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(1S)-2'-aMino[1,1'-binaphthalen]-2-yl]-AcetaMide(35216-74-1)
• EPA Substance Registry System: N-[(1S)-2'-aMino[1,1'-binaphthalen]-2-yl]-AcetaMide(35216-74-1)

Safety Data

• Hazardous Substances Data: 35216-74-1(Hazardous Substances Data)

Usage

General Description

N-[(1S)-2'-Amino[1,1'-binaphthalen]-2-yl]-acetamide is a chemical compound with the molecular formula C18H15N. It is a chiral molecule with a 2'-amino-1,1'-binaphthalene group attached to an acetamide moiety. N-[(1S)-2'-aMino[1,1'-binaphthalen]-2-yl]-AcetaMide is used in organic synthesis as a chiral auxiliary and a ligand for catalytic asymmetric reactions. It has also been studied for its potential anti-inflammatory and anti-cancer properties. Due to its complex structure and potential biological activities, N-[(1S)-2'-amino[1,1'-binaphthalen]-2-yl]-acetamide is of interest to researchers in the fields of medicinal chemistry, chemical biology, and organic synthesis.

Upstream product

• 20191-75-7 1-bromo-2-naphthylamine 
• 4488-22-6 1,1'-binaphthalene-2,2'-diamine 
• 108-24-7 acetic anhydride 
• 4488-22-6 (+)-(R)-1,1'-binaphthyl-2,2'-diamine 
• 75-36-5 acetyl chloride 

Downstream Products

• 86688-06-4 (R_a)-2,2'-diiodo-1,1'-binaphthyl 

Relevant articles and documents

Hexafluoroisopropanol-Enabled Copper-Catalyzed Asymmetric Halogenation of Cyclic Diaryliodoniums for the Synthesis of Axially Chiral 2,2′-Dihalobiaryls

An efficient asymmetric halogenation of cyclic diaryliodonium salts is demonstrated, which gives access to a wide range of axially chiral 2,2′-dihalobiaryls in good to excellent yields and with excellent enantioselectivities. The use of CuX with chiral bisoxazoline ligand and tetrabutylammonium halides in the unique solvent of hexafluoroisopropanol (HFIP) led to the best results in the process. The axially chiral 2,2′-dihalobiaryls can be transformed into a number of enantiopure chiral ligands that could be potentially useful in asymmetric catalysis.

Enantioselective Cyclopropanation of 1,1-Diphenylethylene and Diazoacetic Acid Ester with Copper Catalysts

Copper(II) compounds catalyze the reaction of 1,1-diphenylethylene with diazoacetic acid ethylester.The main product is 2,2-diphenylcyclopropane carboxylic acid ethylester.The formation of the carbene dimerization products fumaric and maleic acid diethylester can be suppressed by the continuous addition of diazoacetic ester to 1,1-diphenylethylene. 37 optically active ligands, partly new, were combined with copper(II)-acetate to give in-situ-catalysts.In five cases isolated copper complexes were used as catalysts.The best optical inductions in the formation of 2,2-diphenylcyclopropane carboxylic acid ethylester with up to 65.6percent ee were achived with Schiffbase ligands, which derive from salicylaldehyde and amino alcohols, obtained from amino acid esters and phenyl Grignard. - Keywords: Catalytic enantioselective cyclopropanation; Copper(II) catalysts; Optical induction.