Synthesis of ubiquinones-3 specifically labelled with 13C at C(5)- or C(6)-positions

Tetrahedron

Volumn 53, Issue 7, 1997, Pages 2505-2512

  Boullais, Claude ^a   Breton, Jacques ^a   Nabedryk, Eliane ^a   Mioskowski, Charles ^a  

^a CEA SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON 13; QUINONE DERIVATIVE; UBIQUINONE 3; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTOPE LABELING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0031575586     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)01181-7     Document Type: Article

References (28)

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20. 12. The Diels Alder reaction, performed on unlabeled material, was achieved starting from 4 (4.91 g, 28 mmol) gave 3.5 g of a mixture of 6 and 7 in 53% yield.
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22. 2 (237.46): C, 35.41; H, 2.52; Br, 33.65; Cl, 14.93; Found: C, 35.36, H, 2.62; Br, 33.07; Cl, 15.73.
23. 15. Schafer, W.; Leute , R.E.; Schlude, H. Chem. Ber. 1971, 104, 3211-3221.
24. 2 (235.47): C, 35.71; H, 1.71; Br, 33.93; Cl, 15.06; Found: C, 35.46; H, 1.85; Br, 30.33; Cl, 14.09.
25. 2 (301.45): C, 47.79; H, 3.34; Br, 26.5; Cl, 11.76; Found: C, 48.98; H, 3.63; Br, 27.87; Cl, 11.63.
26. 18. The substitution of the halogen atoms of both adducts 16 and 17 by methoxy groups led to the same intermediate (18) described by Rüttiman and Lorenz.
27. 3O-C(6)), 5.03-5.13 (m, 3 allyl-H), 6.05 (br.s, H-C(2), H-C(3)).
28. +).