Exp157

Objective
To synthesize a Ugi product (//**link**//) following the EXPLAN005. The compound will contribute towards a library for Falcipain2 inhibitors. This compunds was ranked 11 in the [| DEXP014-V1B] file from D-EXP014. //**link to blog post summary**// =Procedure= As described in Explan005

carboxaldehyde || cyclohexylamine || Phenylacetic acid || tert-butylisocyanide || Aborted || (density=0.867g/ml) || 0.5mmol, 68.1mg || 0.5mmol, 56.5uL (density=0.735g/ml) ||  ||
 * ID/ Lib Rank || Solvent || Aldehyde || Amine || Carboxylic Acid || Isocyanide || Ppt Yes/No ||
 * 157/11 || Methanol || Phenanthrene-9-
 * Quantity || 1000uL || 0.5mmol, 103.1mg || 0.5mmol, 57.2uL

Density information found on the Sigma-Aldrich website (www.sigmaaldrich.com)

=Results= Photos taken directly after all the components were charged and vortexed.
 * [[image:Shannon_157-11_002.jpg width="264" height="197" caption="Exp157-11 no flash" link="http://www.flickr.com/photos/22934585@N08/2197921060/"]] ||
 * Exp157-11 day 1 ||
 * 157A** (8 minutes)


 * [[image:Shannon_157-11_day_2_002.jpg width="276" height="206" caption="Exp157/11 day 2" link="http://www.flickr.com/photos/22934585@N08/2198547102/"]] ||
 * Exp157/11 day 2 ||
 * 157B** (24 hours)

=Discussion= The experiment was repeated because Phenanthrene-9-carboxaldhyde which was used in the previous experiment was obtained as a liquid, the [| HNMR] of the liquid does not correspond to the [| NMR of the compound] purchased from Sigma-Aldrich.

All results are recorded Master Table and Workflow Tables.

=Conclusion= Experiment aborted because a clear solution was not obtained immediately after mixing all reagents. =Log=

2008-01-15
16:07- Weighed out the Phenanthrene-9-carboxaldehyde. 16:13- Weighed out the phenylacetic acid. 16:19- Charged a vial with 500 ul of methanol. 16:22- Added the cyclohexylamine to the vial. 16:25- Added the phenanthrene-9-carboxaldehyde. 16:30- Added the phenylacetic acid. 16:32- Added the tert-butyl isocyanide and vortexted for one minute. First a chunky opaque solution was observed, and the vial was vortexed further until a homogeneous solution was obtained. 16:40- A photo was taken **(157A)** after all of the components were mixed. The solution was left to sit for a day at room temperature.

17:45- The solution precipitated white extremely fine crystals. It was placed in ultrasonicator for 5 minutes. A photo of the vial was taken. **(157B)**.
 * 2008-01-16**

=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] [|tert-butylisocyanide][|InChI=1/C5H9N/c1-5(2,3)6-4/h1-3H3] [|cyclohexylamine][|InChI=1/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2] [|phenylacetic acid] [|InChI=1/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3] //**also include the Ugi product and InChIKeys for all**//