Exp143

=Objective= To synthesize 5 Ugi products following the EXPLAN005. The compound will contribute towards a library for Falcipain2 inhibitors. These compunds were ranked 153-157 in the [|DEXP014-V1B] file from D-EXP014. =Procedure= As described in Explan005 500 ul of methanol was used.

(0.25mmol, 45.05 ul) || n-heptylamine (0.25mmol, 37.07 ul) || crotonic acid (0.25 mmol, 21.52 mg) || tert-butylisocyanide (0.25 mmol, 28.28 ul) || no || (0.25mmol, 25.39ul) || methylamine (0.25 mmol, 25.00 ul), || 3-nitrobenzoic acid (0.25mmol, 41.78 mg) || Tosylmethylisocyanide (0.25mmol, 48.8mg) || no || (0.25mmol, 45.05 ul) || benzylamine (0.25 mmol, 26.79 ul) || crotonic acid (0.25 mmol, 21.52 mg) || tert-butylisocyanide (0.25 mmol, 28.28 ul) || no || (0.25 mmol, 30.04 ul) || propylamine (0.25 mmol, 20.55 ul) || 4-Chlorophenylacetic acid (0.25 mmol, 42.65 mg) || Tosylmethylisocyanide (0.25mmol, 48.8mg) || no || (0.25 mmol, 46.55 mg) || tert-butylamine (0.25 mmol, 26.27 ul) || glycolic acid 0.25 mmol, 19.01 mg) || Tosylmethylisocyanide (0.25mmol, 48.8mg) || yes || =Results= Image of the five vials from the first day.
 * **Comp ID**/ **Lib Rank** || **Aldehyde** || **Amine** || **Carboxylic Acid** || **Isocyanide** || **Ppt Yes/No** ||
 * 143a/153 || Phenanthrene-9- carboxaldehyde
 * 143b/154 || benzaldehyde
 * 143c/155 || Phenanthrene-9- carboxaldehyde
 * 143d/156 || o-tolualdehyde
 * 143e/157 || 2-methoxynaphthaldehyde

Image of experiment 143 from the second day.

=Discussion= All results are recorded in the [|Master Table of all Ugi synthesis attempts] Exp 143a and 143c required phenanthrene-9-carboxaldehyde. The compound that was used was a liquid, but it should have been a solid. HNMR spectra need to be taken for the existing liquid sample and the newly purchased sample from Sigma-Aldrich. **//From the image it does not look like there is a precipitate for 143e - if there was it should have been isolated by centrifuging.//**

=Conclusion= The phenanthrene-9-carboxaldehyde batch was bad by NMR, and experiment 143a and 143c must be done again using the new compound.

=Log=

2007-11-7
18:40 Began to weight out crotonic acid for comp 143a. 18:55 Finished comp 143a and began to weigh out 3-nitrobenzoic acid and tosylmethylisocyanide for comp 143b. 19:12 Finished with comp 143b and began to weigh out crotonic acid for comp 143c. 19:25 Finished with comp 143c and began to weigh out tosylmethylisocyanide and 4-chlorophenylacetic acid for comp 143d. 19:40 Finished with comp 143d and began to weigh out 2-methoxynaphthaldehyde, glycolic acid and tosylmethylisocyanide for comp 143e. 19:55 Finished comp 143e and took a picture of the 5 vials. =Tags=
 * //no log of when second pic was taken//**