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Organic Chemistry

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Full-Text Articles in Medicinal-Pharmaceutical Chemistry

Stereoselective Synthesis Of 3,7-Diarylaminocholestanes By Titanium-Mediated Reductive Amination, Md Wasi Ahmad, Hong Seok Kim Dec 2013

Stereoselective Synthesis Of 3,7-Diarylaminocholestanes By Titanium-Mediated Reductive Amination, Md Wasi Ahmad, Hong Seok Kim

Dr. Mohammad Wasi Ahmad (Md Wasi Ahmad)

An efficient method for the synthesis of aryl aminocholestanes, using a chlorotriisopropoxytitanium (IV)-mediated reductive amination reaction of 5a-cholestane-3,7-dione, is reported. A series of 3, 7-diarylaminocholestane derivatives were prepared according to this methodology in up to 98% yield. These compounds were primarily characterized by 1H NMR, 13C NMR, and mass spectrometry.


A New Acridine-Imidazolium-Based Cholestane Receptor For Anion Sensing, Jyoti Ramesh Jadhav, Md Wasi Ahmad, Hong Seok Kim Dec 2010

A New Acridine-Imidazolium-Based Cholestane Receptor For Anion Sensing, Jyoti Ramesh Jadhav, Md Wasi Ahmad, Hong Seok Kim

Dr. Mohammad Wasi Ahmad (Md Wasi Ahmad)

A new highly selective receptor (3) based on an acridine-imidazolium functionalized cholestane for anion sensing was designed and synthesized. A binding study of 3 with various anions was assessed by UV-vis and fluorescence spectroscopies in dry CH3CN. Receptor 3 showed the highest selectivity toward hydrogen pyrophosphate.


New 2-Aminoethylimidazole-Based Dicarboxylic Acid Receptor Derived From Cholestane, Jyoti Ramesh Jadhav, Md Wasi Ahmad, Hong Seok Kim Dec 2009

New 2-Aminoethylimidazole-Based Dicarboxylic Acid Receptor Derived From Cholestane, Jyoti Ramesh Jadhav, Md Wasi Ahmad, Hong Seok Kim

Dr. Mohammad Wasi Ahmad (Md Wasi Ahmad)

A new facial amphiphile cholestane-based receptor 1 containing a 2-imidazolylethylamino moiety at the 3a and 7a positions of cholestane was synthesized. Recognition selectivity of the new receptor 1 with various dicarboxylic acids was assessed by 1H NMR titration. Maleic acid showed the highest binding constant among all the tested acids


Synthesis Of Facial Amphiphile 3,7-Diamino-5Α-Cholestane Derivatives As A Molecular Receptor, Md Wasi Ahmad, Young Mee Jung, Sharaf Nawaz Khan, Hong Seok Kim Dec 2008

Synthesis Of Facial Amphiphile 3,7-Diamino-5Α-Cholestane Derivatives As A Molecular Receptor, Md Wasi Ahmad, Young Mee Jung, Sharaf Nawaz Khan, Hong Seok Kim

Dr. Mohammad Wasi Ahmad (Md Wasi Ahmad)

A series of facial amphiphiles 3,7-diaminocholestane were synthesized from 3,7-diketocholestane via 2 sequential reductive aminations and anion recognition was evaluated with acetate, chloride, bromide, fluoride and phosphate anions. The stereo-selective reductive amination protocol was utilized to synthesized facial amphiphiles afforded receptors in high yields. The molecular receptor 2 showed the highest binding constant with acetate in a 1:1 ratio.