Exp183

== = = =Objective= To synthesize a [|Ugi Product] following the EXPLAN005 with phenanthrene-9-carboxaldehyde, cyclohexylamine, mandelic acid and t-butyl isocyanide. The compound will contribute towards a library for Falcipain2 inhibitors. This compounds was ranked 49 in the [|DEXP014-V1B]file from D-EXP014. The purpose of this experiment is to synthesize an anti-malarial compound based on the inhibition of falcipain-2, as described in this [|summary post]. =Procedure= As described in Explan005 This reaction used [|Phenanthrene-9-carboxaldehyde], [|cyclohexylamine], [|t-butylisocyanide] and [|Furoic acid]. [|HNMR] carboxaldehyde || cyclohexylamine || Mandelic acid || t-butylisocyanide || Reagents Insoluble || (density=0.867g/ml) || 0.5mmol, 76.075 mg || 0.5mmol, 56.5uL (density=0.735g/ml) ||  ||
 * Phenanthrene-9-Carboxaldehyde** (solid from Sigma-Aldrich)
 * ID/ Lib Rank || Solvent || Aldehyde || Amine || Carboxylic Acid || Isocyanide || Ppt Yes/No ||
 * 183/49 || Methanol || Phenanthrene-9-
 * Quantity || 1000uL || 0.5mmol, 103.1mg || 0.5mmol, 57.2uL

Density information found on the Ugi Chemicals Page in Left Navigation Bar.

=Results= Photos taken directly after all the components were charged and vortexed.
 * **183A** ||
 * [[image:Exp183A.JPG width="120" height="90" link="http://usefulchem.wikispaces.com/space/showimage/Exp183A.JPG"]] ||

=Discussion=

=Conclusion= The starting materials are insoluble.

=Log=

2008-04-16
15:12- Charged a vial with 1000 ul of methanol. 15:14- Weighed out the Phenanthrene-9-carboxaldehyde. 15:18- Added the cyclohexylamine to the vial. 15:19- Vortexed vial 15 seconds. 15:22- Added the phenanthrene-9-carboxaldehyde. 15:23- Vortexed vial 2 min. No clear solution was obtained. 15:27- Added the mandelic acid. 15:30- Vortexed vial 3 min. No clear solution was obtained. 15:34- Added the t-butyl isocyanide. 15:36- Vortexed 5 min. No clear solution was obtained. 15:44- A photo was taken (**183A**).

=Tags=

[|Phenanthrene-9-carboxaldehyde][|InChI=1/C15H10O/c16-10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-10H] InChIKey [|QECIGCMPORCORE]-[|UHFFFAOYAE] [|tert-butyl isocyanide][|InChI=1/C5H9N/c1-5(2,3)6-4/h1-3H3] InChIKey [|FAGLEPBREOXSAC]-[|UHFFFAOYAL] [|Mandelic acid] [|InChI=1/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1] InChIKey [|IWYDHOAUDWTVEP]-[|UHFFFAOYAD] [|cyclohexylamine][|InChI=1/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2]InChIKey[|IFYLVUHLOOCYBG]-[|UHFFFAOYAD]