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Volume 2006
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Short Note

4α,14α,Dimethyl-5α-cholest-8-en-3-one thiadiazoline

by
Noureddine Mazoir
*,
My Youssef Ait Itto
,
Essediya Lassaba
and
Ahmed Benharref
Laboratoire de Chimie des Substances Naturelles, Université Cadi Ayyad, Faculté des Sciences Semlalia, B.P: 2390. Marrakech. Maroc
*
Author to whom correspondence should be addressed.
Molbank 2006, 2006(6), M505; https://doi.org/10.3390/M505
Submission received: 1 August 2005 / Accepted: 17 October 2006 / Published: 1 December 2006
Versions Notes

Molbank 2006 m505 i001
The compound 2 (0.21g, 0.25mmol) was dissolved in 1ml of pyridine and 1ml of acetic anhydride1,2. The mixture was heated at reflux during 1h with magnetic stirring, and then evaporated under reduced pressure. The residue was purified on silica gel column using hexane: ethyl acetate (80:20) as eluent led to 2 (91.04 mg, 0.16 mmol) in 64 % yield.
Melting point: 185-186 °C (Hexane)
MS (EI, 70eV): 569 (M+.).
1H NMR (300 MHz, CDCl3) d(ppm): 8.75 (NH, s); 2.21, 2.25 (COCH3, 2s); 0.74 (3H-18, s); 1.15 (3H-19, s); 0.87 (3H-21, d, J = 6 Hz); 0.84 (3H-26, d, J = 2 Hz ); 0.85 (3H-27, d, J = 2 Hz ); 0.87 (3H-28, s); 1.10 (3H-29, d, J = 6 Hz ).
13C NMR (75 MHz, CDCl3) d(ppm): 36.42 (C-1); 37.36 (C-2); 100.04 (C-3); 51.29 (C-4); 50.74 (C-5); 21.80 (C-6); 28.30 (C-7); 129.05 (C-8); 131.13 (C-9); 36.31 (C-10); 22.00 (C-11); 25.50 (C-12); 44.89 (C-13); 49.53 (C-14); 30.84 (C-15); 29.85 (C-16); 46.46 (C-17); 15.80 (C-18); 18.20 (C-19); 36.01 (C-20); 18.71 (C-21); 35.86 (C-22); 24.32 (C-23); 32.45 (C-24); 34.60 (C-25); 21.75 (C-26); 21.85 (C-27); 24.25 (C-28); 14.25 (C-29); 143.17 (C=N); 170.15, 171.00 (COCH3); 22.50, 24.25 (COCH3).
MS (m/z): 569 (10%), 428 (42%), 315 (85%).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgments

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

References

  1. Daoubi, M.; Benharref, A.; Pierrot, M. Acta Cryst. 2001, E57, o1187–1188.
  2. Mazoir, N.; Auhmani, A.; Ait Itto, My. Y.; Benharref, A. Molbank 2004, M365.

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MDPI and ACS Style

Mazoir, N.; Itto, M.Y.A.; Lassaba, E.; Benharref, A. 4α,14α,Dimethyl-5α-cholest-8-en-3-one thiadiazoline. Molbank 2006, 2006, M505. https://doi.org/10.3390/M505

AMA Style

Mazoir N, Itto MYA, Lassaba E, Benharref A. 4α,14α,Dimethyl-5α-cholest-8-en-3-one thiadiazoline. Molbank. 2006; 2006(6):M505. https://doi.org/10.3390/M505

Chicago/Turabian Style

Mazoir, Noureddine, My Youssef Ait Itto, Essediya Lassaba, and Ahmed Benharref. 2006. "4α,14α,Dimethyl-5α-cholest-8-en-3-one thiadiazoline" Molbank 2006, no. 6: M505. https://doi.org/10.3390/M505

APA Style

Mazoir, N., Itto, M. Y. A., Lassaba, E., & Benharref, A. (2006). 4α,14α,Dimethyl-5α-cholest-8-en-3-one thiadiazoline. Molbank, 2006(6), M505. https://doi.org/10.3390/M505

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