1-Decanol → HCID 69687043, compound

Participants

Reaction Steps

The compound 89 (245 mg, 0.6 mmol) was converted to the iminodicarboxylate with N-decanyloxycarbonyl isocyanate prepared from 1-decanol (175 mg, 1.10mmol) and N-chlorocarbonylisocyanate (106 mg, 1 mmol) in the same manner as the example 82 to give the compound 99 (315 mg, 83%). Mp. 105-107° C. Rf 0.39 (EtOAc). 1H-NMR (CDCl3): δH0.88 (3 H, t like, CH3), 1.25-1.30 (14 H, m, --CH2 --), 1.31 (6 H, d, J 6.9 Hz, (CH3)2CH), 1.62 (2 H, m, --CH2 --), 3.18 (1 H, sep, J 6.9 Hz, (CH3)2CH), 4.14 (2 H, t, J 6.9 Hz, CH2O), 5.23 (2H, s, NCH2), 5.31 (2H, s, OCH2), 6.71 (2H, d, J 1.8 Hz, arom 2- and 6-H), 6.77 (2 H, d-like, 4-pyridyl 2- and 6-H), 6.99 (1 H, bs, NH), 7.06 (1 H, t, J 1.8 Hz, arom 4-H), 8.45 (2 H, d-like, 4-pyridyl 3- and 5-H). IR(CHCl3)cm-1 : 3424 (NH), 1807 and 1739 (OOCNCOO). Elementary analysis (for C31H40N4O4SCl2) Calcd. : C, 58.58% H, 6.34% N, 8.81% S, 5.04% Cl, 11.15% Found: C, 58.57% H, 6.37% N, 8.77% S, 5.02% Cl, 10.88%

Provenance & Evidence