2-(Isothiocyanatomethyl)furan → O-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl) (furan-2-ylmethyl)carbamothioate

Participants

Reaction Steps

Similar to the preparation of 38a, the reaction of alcohol 1 with 2-furanylmethyl isothiocyanate afforded the desired compound 38b in 23% yield (55 mg) as a viscous oil. Column (EtOAc/Hexane); TLC Rf: 0.65 (20% EtOAc/hexanes); 1H NMR (300 MHz, CDCl3): δ 7.35 (s 1H), 6.35 (m, 1H), 5.15 (m, 3H), 5.04 (d, 0.4H), 4.95 (d, 0.6H), 4.75 (d, 0.6H), 4.42 (d 0.4H), 2.14-1.94 (m, 12H), 1.73 (s, 3H), 1.68 (s, 3H), 1.60 (s, 9H); LCMS: MS (m/z): 430.2 (M+H).

Provenance & Evidence