2224
J. Li et al. / Bioorg. Med. Chem. 14 (2006) 2209–2224
7.87 (s, 2H), 8.83 (d, 2H); MALDI-MS m/z 679 [M+Na]+.
HRMS (MALDI) m/z calcd C36H36N2O10Na [M+Na]+
679.22622, found 679.22800.
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4.4.44. 6,60-Bis-(3,5-dimethoxybenzamido)-3,30-ethanediyl-
di-benzoic acid (18l). A mixture of 18k (32 mg, 0.05 mmol)
and LiOH (12 mg, 0.5 mmol) in THF/methanol/H2O
(3:1:1, v/v/v, 20 mL) was stirred at room temperature for
12 h. The resulting solution was acidified to pH 2 using
1 N HCl. The product was extracted, dried, filtered, con-
centrated, and purified by flash chromatography using
EtOAc/petroleum ether (2:1, v/v), to afford 18l (18 mg,
58.1%) as a pale red solid: mp > 300 ꢁC; 1H NMR
(DMSO): d 2.91 (s, 4H), 3.86 (s, 12H), 6.74 (s, 2H), 7.07
(s, 4H), 7.54 (d, 2H), 7.90 (s, 2H), 8.59 (d, 2H); ESI-MS
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ane (18j). In the same manner as described for 18a, 18j
was prepared from 4,40-methanediyl-bis-aniline 37, yield
1
56.0%; mp 185–187 ꢁC; H NMR (CDCl3): d 3.83 (s,
12H), 3.96 (s, 2H), 6.61 (t, 2H), 6.97 (d, 4H), 7.19 (d,
4H), 7.56 (d, 4H); ESI-MS m/z 525 [MꢀH]+. HRMS
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Acknowledgments
We gratefully acknowledge financial support from the
State Key Program of Basic Research of China (Grant
2002CB512802), the National Natural Science Founda-
tion of China (Grants 20372069, 29725203, 20472094,
and 20102007), the Basic Research Project for Talent Re-
search Group from the Shanghai Science and Technology
Commission, the Key Project from the Shanghai Science
and Technology Commission (Grant 02DJ14006), the
Key Project for New Drug Research from CAS, the Qi
Ming Xing Foundation of Shanghai Ministry of Science
and Technology (Grant 03QD14065), and the 863
Hi-Tech Programm (Grants 2002AA233061, 2002AA
104270, 2002AA233011, and 2003AA235030).
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