Objective

To synthesize 3 Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors.
These compunds were ranked 11-13 in the DEXP014-V1B file from D-EXP014.

Procedure

As described in Explan005
Variation to the given procedure: instead of 0.5 mmol of each compound, 0.25 mmol were used in a solution of 250 ul of methanol.
Comp ID/ Lib Rank
Aldehyde
Amine
Carboxylic Acid
Isocyanide
Ppt Yes/No
138-1/11
Phenanthrene-9-carboxaldehyde
Cyclohexylamine
Phenylacetic acid
t-butylisocyanide
aborted
138-2/12
Phenanthrene-9-carboxaldehyde
Propylamine
3,4-methylenedioxyphenyl acetic acid
n-butylisocyanide
aborted
138-3/13
benzaldehyde
5-methylfurfurylamine
2,3-dihydroxybenzoic acid
Tosylmethyl isocyanide
aborted

Results

None of the attempted Ugi products provided a precipitate, due to the fact that most of those attempted used a phenanthrene-9-carboxaldehyde, which the bottle in stock was found to be problematic, explained in the conclusion. Photographs are not provided because the batteries in the digital camera were dead and I was unable to locate replacements while I was in the lab.

Discussion

All results are recorded in the Master Table of all Ugi synthesis attempts

Conclusion

No results - experiment aborted due to a contaminated bottle of phenanthrene-9-carboxaldehyde which was found to be providing false negative results. All compounds will be re-attempted in new experiments.

Log

2007-10-19

2:10 Charge reagents into vial 1
2:25 Vortex vial 1
3:00 Charge reagents for vial 2
3:15 Vortex vial 2
3:15 Charge reagents for vial 3
3:30 Vortex vial 3

2007-10-21

1:20 Vials were looked at and determined to have no precipitates

Tags

add inchi of all the compounds involved.