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Short Note

3β-Acetoxy-elemo-lanost-8-en-24-one

Laboratoire de Chimie des Substances Naturelles, Université Cadi Ayyad, Faculté des Sciences Semlalia, B.P: 2390. Marrakech. Maroc
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Author to whom correspondence should be addressed.
Molbank 2006, 2006(6), M506; https://doi.org/10.3390/M506
Submission received: 1 August 2005 / Accepted: 17 October 2006 / Published: 1 December 2006
Molbank 2006 m506 i001
The sodium periodate is prepared in situ with a equimolecular quantity of soda NaOH (0.5g; 12.50 mmol) and periodic acid H5IO6 (2.85g; 12.50 mmol), the mixture is stirred at 0°C. After 15 min, 5 ml of CCl4, 5 ml of H3CCN and 93.03mg (0.12mmol) of ruthenium trichloride1,2 were added. The mixture was stirred during 15min, and then 1.50g (3.12 mmol) of 13 was added. The reaction was left under stirring at 25°C for 30h, then 20 ml of distilled water was added and the fractional mixture was extracted with the dichloromethane. After filtration on a silica gel column to eliminate RuO4, the organic layer was recovered, dried by Na2SO4 and evaporated under reduce pressure. The residue was purified on silica gel column using hexane: ethyl acetate (97:3) as eluent to give 2 (1.14g, 2.35 mmol) in 76 % yield.
Melting point: 110-111 °C (Hexane)
MS (EI, 70eV): 484 (M+.).
1H NMR (300 MHz, CDCl3) δ(ppm): 4.50 (3H-3, dd: J1 = 12 Hz, J2 = 4 Hz); 2.13 (COOCH3, s); 0.76 (3H-18, s); 0.85 (3H-19, s); 0.93 (3H-21, d, J = 6 Hz); 2.60 (2H-23, m); 1.45 (3H-26, d: J = 2 Hz); 0.80 (3H-28, s); 0.95 ( 3H-29, s); 1.05 (3H-30, s).
13C NMR (75 MHz, CDCl3) δ (ppm): 35.03 (C-1); 27.60 (C-2); 81.03 (C-3); 36.18 (C-4); 50.03 (C-5); 37.95 (C-6); 28.07 (C-7); 133.71 (C-8); 134.04 (C-9); 36.3 (C-10) ; 20.25 (C-11); 25.37 (C-12); 44.22 (C-13); 50.22 (C-14); 30.84 (C-15); 30.26 (C-16); 51.15 (C-17); 18.60 (C-18); 18.75 (C-19); 37.23 (C-20); 21.53 (C-21); 37.23 (C-22); 51.32 (C-23); 215.50 (C-24); 31.68 (C-25); 22.74 (C-26); 18.80 (C-27); 15.55 (C-28); 16.45 (C-29); 171.09 (COOCH3); 21.2 (COOCH3).
MS (m/z): 484 (25%), 426 (54%), 298 (65%).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgments

We would like to thank Pr. A. Idmessaaoud for helpful discussions.

References

  1. Gore, E. S. Platinum Met. Rev. 1983, 27, 111.
  2. Mazoir, N.; Giorgi, M.; Auhmani, A. Acta Cryst. 2005, E61, o2382–2383.
  3. Mazoir, N.; Auhmani, A.; Ait Itto, My. Y; Benharref, A. Molbank 2004, M365.

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MDPI and ACS Style

Mazoir, N.; Daoubi, M.; Lassaba, E.; Benharref, A. 3β-Acetoxy-elemo-lanost-8-en-24-one. Molbank 2006, 2006, M506. https://doi.org/10.3390/M506

AMA Style

Mazoir N, Daoubi M, Lassaba E, Benharref A. 3β-Acetoxy-elemo-lanost-8-en-24-one. Molbank. 2006; 2006(6):M506. https://doi.org/10.3390/M506

Chicago/Turabian Style

Mazoir, Noureddine, Mourad Daoubi, Essediya Lassaba, and Ahmed Benharref. 2006. "3β-Acetoxy-elemo-lanost-8-en-24-one" Molbank 2006, no. 6: M506. https://doi.org/10.3390/M506

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