LBF22408AM03

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Upper classes: LB LBF



N- (2-Hydroxy-2S-methyl-ethyl) -16,16-dimethyl- (5Z,8Z,11Z,14Z) -docosatetraenoylamine
LBF22408AM03.png
Structural Information
N- (2-Hydroxy-2S-methyl-ethyl) -16,16-dimethyl- (cis-5,cis-8,cis-11,cis-14) -docosatetraenoylamine
  • N- (2-Hydroxy-2S-methyl-ethyl) -16,16-dimethyl- (5Z,8Z,11Z,14Z) -docosatetraenoylamine
  • (S) - (16,16-Dimethyldocosa- (5Z,8Z,11Z,14Z) -tetraenoyl) -2'-hydroxy-1'-propylamine
Formula C27H47NO2
Exact Mass 417.360679753
Average Mass 417.66762
SMILES C(C(NCC(C)O)=O)CCC=CCC=CCC=CCC=CC(C)(C)CCCCCC
Physicochemical Information
A methanol solution of the corresponding ester , NaCN and (S)-(+)-1-amino-2-propanol are heated 2-days in a hot block at 50°C. Yield 65%. Seltzman_HH et al.

LBF20408AM03FT7058.gif
Seltzman_HH et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.99 (br s, 1H, NH), 5.36 (m, 6H, 5,6,8,9,11,12-vinyl-H), 5.18 (m, 2H,14,15-vinyl-H), 3.89 (m, 1H, O-CH), 3.42 (m, 1H, NCH), 3.10 (m, 1H, NCH'), 2.92 (t,2H, J=6.1Hz, 13-CH2), 2.81 (m, 4H, 7,10-CH2), 2.21 (t, 2H, J=7.6Hz, 2-CH2), 2.09 (m, 2H, 4-CH2), 1.71 (p, 2H, J=7.5Hz, 3-CH2), 1.25 (br, m, 10H, 17-21-CH2), 1.18 (d, 3H, J=6.3Hz, O-C-CH3), 1.08 (s, 6H, gem-Me2), 0.87 (m, 3H, 22-CH39) Seltzman_HH et al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF22408AM03 See above. Seltzman_HH et al. 1997