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4-[(4-[Bis-{3-([bis-(2-cyanoethyl)-amino]-methyl)-4-[(2-
cyanoethyl)-(3-cyanopropyl)-amino]-butyl}-amino]-2-{[bis-(2-
cyanoethyl)-amino]-methyl}-butyl)-(2-cyanoethyl)-amino]-
butyronitrile (24)
According to the general procedure C (40 bar CO, 40 bar H2,
120 ◦C, 3 d) compound 24 was isolated by column chromatography
first on Alumina N (Act. III)/dichloromethane–diethyl ether–
triethylamine 8 : 4 : 1 and then with dichloromethane–methanol
10 : 1 as solvent yielding 0.95 g (1.0 mmol, 30%) of 24 as a yellow
oil. 1H-NMR (CDCl3, d): 1.23 (3H), 1.64 (6H), 2.35–2.65 (42H),
2.81 (24 H). 13C-NMR (CDCl3, d): 16.65, 29.61, 34.28, 49.91,
50.88, 56.88, 119.13. FTIR (neat): 2952 (s), 2846 (s), 2659 (s),
2484 (s), 2248 (s), 2204 (m), 1664 (m), 1469 (vs), 1423 (s), 1373
(s), 1275 (m), 1167 (m), 1136 (m), 1032 (s), 920 (s), 733 (s), 646
(m). MS (FAB (mNBA), 60 eV): m/z (%) = 954.7 (M, 5), 207
(20), 147 (87), 74 (100), 56.2 (20). HR-MS (FAB (mNBA), 60 eV):
m/z (%) = 954.6519 (M + H+, 100) (−1.2 mmu).
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