The Development of Novel Antibiotics Using ... - Jacobs University

Optimisation of the [2+2]-cyclocondensation reaction
Intens.
4
x10
479.2
2.0
1.5
507.2
1.0
577.2
0.5
451.2
519.2
609.2
637.2
0.0
349.1
649.3
491.2
547.2
361.2
389.2 419.2
623.2 677.3
534.2
707.3 735.2
350 400 450 500 550 600 650 700 750 m/z
Figure 17. APCI-TOF MS from DMSO (macrocycle 7, reaction was conducted in DMF in the presence of few
drops of AcOH, ratio of hydrazide to dialdehyde is 2:1, positive mode).
Intens
423.1
8000
HN
N
O O
R R
NH
O O N
6000
O
O
553.2
4000
2000
0
609.2
663.5
741.5
200 400 600 800 1000 1200 1400 m/z
Figure 18. APCI-TOF MS from DMSO (macrocycle 7, reaction was conducted in DMF in the presence of few
drops of AcOH, ratio of hydrazide to dialdehyde is 1:2, positive mode).
S12