Water → HCID 56978808, compound

Participants

Reaction Conditions

Reaction Steps

To E5 (1.528 g, 2.693 mmol) in anhydrous DMF (70 ml) was added sodium azide (1.226 g, 18.851 mmol) and the reaction heated for 5 days at 50° C. under argon. The solvent was reduced to almost dryness and the residues taken up into water (150 ml) and ethyl acetate (150 ml). The aqueous layer was further extracted with ethyl acetate (4×150 ml), the fractions combined, washed (2×150 ml water), dried (MgSO4) and the solvent removed to quantitatively yield the title compound as a pale yellow waxy solid 1.465 g, 95%. C36H67O2N3 requires 573.5. Found ES−: (M−H+)−, 572.6. dH (CDCl3) 1.27 (46H, br, N3(CH2)2(CH2)8 CH2CH═CHCH2(CH2)8CH2CH═CHCH2 (CH2)7), 1.63 (4H, m, CH2CH2N3), CH2H2CO2H), 2.02 (8H, m, CH2CH═), 2.34 (2H, t, CH2CO). 3.35 (2H, t, CH2N3), 5.35 (4H, m, CH═CH).

Provenance & Evidence