Objective

To synthesize ten Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors.
These compunds were ranked 51-61 in the DEXP014-V1B file from D-EXP014.

Procedure

As described in Explan005 (please fill in the amounts of each of the chemicals used)
Comp ID/ Lib Rank
Aldehyde
Amine
Carboxylic Acid
Isocyanide
Ppt Yes/No
139a/51
Phenanthrene-9-carboxaldehyde
(0.25mmol,0.498 )
Propylamine
(0.25mmol, 22.4ul)
Benzoic Acid
(0.25mmol, 24.7ul)
n-butylisocyanide
(0.25mmol,23.7uL)

139b/52
3-methoxybenzaldehyde
(0.25mmol, 0.506)
Benzylamine
(0.25mmol, 22.5uL)
Hippuric Aicd
(0.25mmol, 22.8uL)
t-butylisocyanide
(0.25mmol, 220.1uL)

139bc53
phenanthrene-9-caroxaldehyde
(0.25mmol,xxuL)
cyclehexylamine
(0.25mmol,xxuL)

tosylisocyanide
(0.25mmol,xxuL)

139d/54
phenanthrene-9-carboxaldehyde
(0.25mmol,0.4866)
hexylamine-
(0.25mmol,24.6uL)
2-hydroxyacetic acid
(0.25mmol,18.6uL)
n-butylisocyanise
(0.25mmol 21.5uL)

139e/55
phenanthrene-9-carboxaldehyde
(0.25mmol,xxul)
3-chloroaniline
(0.25mmol,25.5ul)
phenylacetic acid
(0.25mmol,21.8ul)
t-butylisocyanide
(0.25mmol, 21.6uL)

139f/56
phenenthrene-9-carboxaldehyde
(0.25mmol,0.8201ul)
propylamine
(0.25mmol,24.8ul)
2-chlorobenzoic acid
(0.25mmol,21.4ul)
t-butylisocyanide
(0.25mmol, 19.5uL)

139g/57
Phenanthrene-9-carboxaldehyde
(0.25mmol, 0.562ug)
methylamine
(0.25mmol,22.5ul)
hippuric acid
(0.25mmol,20.8ul)
tosylmethylisocyanide

139h/58
Phenanthrene-9-carboxaldehyde
1-phenylmethanamine
4-chlorophenyl acetic acid
(0.25mmol,xxul)
tosylmethylisocyanide

139i/59
Phenanthrene-9-carboxaldehyde
furfurylamine
3,4-dihydroxyphenyl acetic acid
t-butylisocyanide

139j/60
Phenanthrene-9-carboxaldehyde
benzylamine
phenyl acetic acid
t-butylisocyanide

139k/61
2-methoxy-1-naphthaldehyde
methylamine
furoic acid
toluene-4-sulfonylmethyl isocyanide


Results


the vials were checked 24 hour later and no precipitate was observed in any of the solutions prepared.

Discussion

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

Conclusion

Experiment aborted because phenanthrene-9-carboxaldehyde bad and no results recorded.

Log

2007-10-19

1:30 all reagents for experiment 139 were collected.
2:15 methanol was added to all vials.
3:00 solid reagents were weighed out for all experiments.
3:30 reagents were added to vials in the order described by above procedure.
5:00 vials containing solutions were left overnight

Tags

add inchi of all the compounds involved.